ChemicalBook > CAS DataBase List > 1-(4-Methoxyphenyl)-6-(4-iodophenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylic acid ethyl ester

1-(4-Methoxyphenyl)-6-(4-iodophenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylic acid ethyl ester

Product Name
1-(4-Methoxyphenyl)-6-(4-iodophenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylic acid ethyl ester
CAS No.
473927-64-9
Chemical Name
1-(4-Methoxyphenyl)-6-(4-iodophenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylic acid ethyl ester
Synonyms
Apixaban IV;Apixaban Impurity 107;Apixaban Impurity 133;AXN-IIIQ: What is AXN-III Q: What is the CAS Number of AXN-III;Ethyl 6-(4-iodophenyl)-1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine;ethyl 6-(4-iodophenyl)-1-(4-methoxyphenyl)-7-oxo-4,5-dihydropyrazolo[3,4-c]pyridine-3-carboxylate;Ethyl 6-(4-iodophenyl)-1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-;1-(4-Methoxyphenyl)-6-(4-iodophenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxyli;Ethyl 6-(4-iodophenyl)-1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-car;6-(4-iodophenyl)-1-(4-Methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylate
CBNumber
CB42516215
Molecular Formula
C22H20IN3O4
Formula Weight
517.32
MOL File
473927-64-9.mol
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1-(4-Methoxyphenyl)-6-(4-iodophenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylic acid ethyl ester Property

Boiling point:
649.4±55.0 °C(Predicted)
Density 
1.60
storage temp. 
2-8°C(protect from light)
pka
-0.78±0.20(Predicted)
Appearance
Off-white to yellow Solid
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H315Causes skin irritation

H318Causes serious eye damage

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

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N-Bromosuccinimide Price

TRC
Product number
E678920
Product name
Ethyl6-(4-Iodophenyl)-1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylate
Packaging
100mg
Price
$120
Updated
2021/12/16
TRC
Product number
E678920
Product name
Ethyl6-(4-Iodophenyl)-1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylate
Packaging
500mg
Price
$240
Updated
2021/12/16
Matrix Scientific
Product number
096700
Product name
Ethyl 6-(4-iodophenyl)-1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylate
Purity
95+%
Packaging
250mg
Price
$50
Updated
2021/12/16
AK Scientific
Product number
6457AB
Product name
Ethyl6-(4-iodophenyl)-1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylate
Packaging
1g
Price
$219
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
APN0000590
Product name
ETHYL-6-(4-IODOPHENYL)-1-(4-METHOXYPHENYL)-7-OXO-4,5,6,7-TETRAHYDRO-1H-PYRAZOLO-[3,4-C]PYRIDINE-3-CARBOXYLATE
Purity
95.00%
Packaging
1G
Price
$1068.9
Updated
2021/12/16
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1-(4-Methoxyphenyl)-6-(4-iodophenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylic acid ethyl ester Chemical Properties,Usage,Production

Uses

Ethyl 6-(4-Iodophenyl)-1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylate is an intermediate of Apixaban (A726700), a potent, direct, selective, and orally active inhibitor of coagulation factor Xa. It is a potential new oral coagulant that may be useful prevention of venous thromboembolism in total hip, knee replacement orthopedic surgery and stroke in treatment of patient with venous thromboembolic Jdisorder or with atrial fibrillation.

Synthesis

473927-69-4

27143-07-3

473927-64-9

The reaction was carried out under inert atmosphere (argon). First, ethyl [(4-methoxyphenyl)hydrazinylidene]chloroacetate (14.1 g, 0.055 mol) was dissolved in 140 mL of ethyl acetate. The solution was cooled to 0-5 °C in an ice water bath. Under stirring conditions, 1-(4-iodophenyl)-3-morpholino-5,6-dihydropyridin-2(1H)-one (21.1 g, 0.055 mol) was added in batches. Subsequently, triethylamine (11.1 g, 0.110 mol) was added slowly and dropwise at 0-5 °C. The reaction mixture was then cooled to a temperature of 0.5 °C. Cooling was stopped and the reaction mixture was allowed to warm up to room temperature. Next, the reaction mixture was heated to reflux and maintained at reflux for about 1 hour. The progress of the reaction was monitored by HPLC to ensure that the reaction was completed within 120 minutes. The reaction mixture was again cooled to 0-5 °C and a 1:1 hydrochloric acid solution diluted from concentrated hydrochloric acid (27.5 mL, 0.275 mol) with an equal volume of distilled water was slowly added dropwise. After cooling, the reaction mixture was continued to be stirred for about 1 hour. Then, 55 mL of water was added and the suspension formed was continued to be stirred under cooling conditions for 2 hours. The product was isolated by filtration and dried under vacuum at 50 °C for 24 h to afford 6-(4-iodophenyl)-1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylic acid (Product III) in a yield of 21.3 g, 75% yield, and 95% purity by HPLC.

References

[1] Patent: WO2014/75648, 2014, A1. Location in patent: Page/Page column 11
[2] Patent: WO2015/177801, 2015, A1. Location in patent: Page/Page column 23

1-(4-Methoxyphenyl)-6-(4-iodophenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylic acid ethyl ester Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 1-(4-Methoxyphenyl)-6-(4-iodophenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylic acid ethyl ester manufacturers

ShenZhen H&D Pharmaceutical Technology Co., LTD
Product
Apixaban Impurity 107
Price
US $0.00-0.00/mg
Min. Order
10mg
Purity
98%
Supply Ability
500mg
Release date
2024-06-05
Career Henan Chemical Co
Product
1-(4-Methoxyphenyl)-6-(4-iodophenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylic acid ethyl ester 473927-64-9
Price
US $1.00/KG
Min. Order
1KG
Purity
95-99%
Supply Ability
1ton
Release date
2019-12-31

473927-64-9, 1-(4-Methoxyphenyl)-6-(4-iodophenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylic acid ethyl esterRelated Search:

Apixaban Impurity 15 1-(4-Nitrophenyl)-2-piperidinone Apixaban Impurity 13 3-Morpholino-1-(4-(2-oxopiperidin-1-yl)phenyl)-5,6-dihydropyridin-2(1H)-one 1-(4-Methoxyphenyl)-7-oxo-6-[4-(2-oxopiperidin-1-yl)phenyl]-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylic acid ethyl ester Apixaban-13C-D3 Apixaban IMpurity 3 Apixaban IMpurity( Apixaban IMpurity 6 Apixaban Impurity 12 1-(4-chlorophenyl)-7-oxo-6-(4-(2-oxopiperidin-1-yl)phenyl)-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxaMide Apixaban IMpurity(BMS-778960-01) 1-(4-Methoxyphenyl)-6-(4-(2-Methyl-6-oxopiperidin-1-yl)phenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxaMide 4,5,6,7-Tetrahydro-1-(4-methoxyphenyl)-6-[4-(5-methyl-2-oxo-1-piperidinyl)phenyl]-7-oxo-1H-pyrazolo[3,4-c]pyridine-3-carboxamide (4,4'‐didodecyl‐2,2'‐ bithiophene‐5,5'‐ diyl)bis(triMethylstann ane) Apixaban 5-chloro-N-(4-(5-morpholino-6-oxo-3,6-dihydropyridin-1(2H)-yl)phenyl)pentanamide 1,3-bis(4-bromophenyl)propan-2-one

  • 1-(4-Methoxyphenyl)-6-(4-iodophenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylic acid ethyl ester
  • Ethyl 6-(4-iodophenyl)-1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylate
  • Apixaban IV
  • 6-(4-iodophenyl)-1-(4-Methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylate
  • Ethyl 6-(4-iodophenyl)-1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-
  • ethyl 6-(4-iodophenyl)-1-(4-methoxyphenyl)-7-oxo-4,5-dihydropyrazolo[3,4-c]pyridine-3-carboxylate
  • Ethyl 6-(4-iodophenyl)-1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine
  • 1-(4-Methoxyphenyl)-6-(4-iodophenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylic acid ethyl este
  • 1-(4-Methoxyphenyl)-6-(4-iodophenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxyli
  • 1H-Pyrazolo[3,4-c]pyridine-3-carboxylic acid, 4,5,6,7-tetrahydro-6-(4-iodophenyl)-1-(4-methoxyphenyl)-7-oxo-, ethyl ester
  • Apixaban Impurity 107
  • AXN-IIIQ: What is AXN-III Q: What is the CAS Number of AXN-III
  • Apixaban Impurity 133
  • Ethyl 6-(4-iodophenyl)-1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-car
  • 473927-64-9