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Methyl 1H-indazole-6-carboxylate

Product Name
Methyl 1H-indazole-6-carboxylate
CAS No.
170487-40-8
Chemical Name
Methyl 1H-indazole-6-carboxylate
Synonyms
1H-indazole-6-carboxylate;Methyl indazole-6-carboxy...;Methyl indazole-6-carboxylate;Methyl 1H-indazol-6-carboxylate;METHYL 1H-INDAZOLE-6-CARBOXYLATE;1H-Indazole-6-carboxylic acid methyl;INDAZOLE-6-CARBOXYLIC ACID METHYL ESTER;1H-Indazole-6-carboxylic acid methyl ester;6-(1H)INDAZOLE CARBOXYLIC ACID METHYL ESTER;1H-Indazole-6-carboxylic acid methyl ester
CBNumber
CB6127192
Molecular Formula
C9H8N2O2
Formula Weight
176.17
MOL File
170487-40-8.mol
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Methyl 1H-indazole-6-carboxylate Property

Melting point:
142-144℃
Boiling point:
345.2±15.0 °C(Predicted)
Density 
1.324±0.06 g/cm3(Predicted)
storage temp. 
Inert atmosphere,Room Temperature
form 
powder to crystal
pka
12.43±0.40(Predicted)
color 
White to Light yellow to Light orange
Water Solubility 
Soluble in water.
InChI
InChI=1S/C9H8N2O2/c1-13-9(12)6-2-3-7-5-10-11-8(7)4-6/h2-5H,1H3,(H,10,11)
InChIKey
TUSICEWIXLMXEY-UHFFFAOYSA-N
SMILES
N1C2=C(C=CC(C(OC)=O)=C2)C=N1
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Safety

WGK Germany 
3
HS Code 
2933998090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SYX00165
Product name
1H-Indazole-6-carboxylic acid methyl ester
Purity
Aldrich
Packaging
1g
Price
$201
Updated
2023/01/07
TCI Chemical
Product number
M2823
Product name
Methyl Indazole-6-carboxylate
Purity
>97.0%(GC)
Packaging
1g
Price
$29
Updated
2025/07/31
TCI Chemical
Product number
M2823
Product name
Methyl Indazole-6-carboxylate
Purity
>97.0%(GC)
Packaging
5g
Price
$84
Updated
2025/07/31
TRC
Product number
M321405
Product name
Methyl1H-Indazole-6-carboxylate
Packaging
50mg
Price
$45
Updated
2021/12/16
Matrix Scientific
Product number
069837
Product name
1H-Indazole-6-carboxylic acid methyl ester
Purity
97%
Packaging
1g
Price
$72
Updated
2021/12/16
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Methyl 1H-indazole-6-carboxylate Chemical Properties,Usage,Production

Uses

Methyl 1H-indazole-6-carboxylate?is used in organic synthesis.

Synthesis

18595-18-1

170487-40-8

Example 1 Preparation of 4-(1-(2-chloro-6-(trifluoromethyl)benzoyl)-6-(dimethylcarbamoyl)-1H-indazol-3-yl)cyclohex-3-enecarboxylic acid (1A) Step 1: Preparation of methyl 1H-indazole-6-carboxylate (A-2). Methyl 3-amino-4-methylbenzoate (A-1) (5.0 g, 30.2 mmol) was dissolved in acetic acid (140 mL). An aqueous solution of sodium nitrite (2.1 g, 30.2 mmol) was added slowly and dropwise (3.5 mL) to the reaction mixture under cooling in an ice bath. After removing the ice bath, the reaction mixture was stirred at room temperature overnight. Upon completion of the reaction, about half of the solvent was removed by evaporation, and the remaining mixture was diluted with water (80 mL) and extracted with ethyl acetate (3 x 30 mL). The organic phases were combined, washed sequentially with water and saturated saline (2×200 mL each), dried over anhydrous sodium sulfate, and concentrated under reduced pressure to give the product A-2 (4.4 g, 83% yield). LCMS (ESI): calculated value for C9H8N2O2, [M + H]+: 177, measured value: 177.

References

[1] Patent: WO2008/61109, 2008, A2. Location in patent: Page/Page column 29-30
[2] Patent: WO2014/26328, 2014, A1. Location in patent: Page/Page column 39-40
[3] Patent: WO2014/28597, 2014, A2. Location in patent: Page/Page column 56
[4] Patent: WO2014/26327, 2014, A1. Location in patent: Page/Page column 59
[5] Patent: WO2014/28600, 2014, A2. Location in patent: Page/Page column 50; 51

Methyl 1H-indazole-6-carboxylate Preparation Products And Raw materials

Raw materials

Preparation Products

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Methyl 1H-indazole-6-carboxylate Suppliers

TCI Europe
Tel
320-37350700
Fax
+32 (0)37350701
Email
sales@tcieurope.eu
Country
Europe
ProdList
23671
Advantage
75
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View Lastest Price from Methyl 1H-indazole-6-carboxylate manufacturers

Hebei Fengjia New Material Co., Ltd
Product
Methyl 1H-indazole-6-carboxylate 170487-40-8
Price
US $120.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
1000000
Release date
2024-08-15
Hebei Chuanghai Biotechnology Co., Ltd
Product
Methyl 1H-indazole-6-carboxylate 170487-40-8
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2024-11-13
Henan Aochuang Chemical Co.,Ltd.
Product
Methyl 1H-indazole-6-carboxylate 170487-40-8
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1Ton
Release date
2022-10-14

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