ChemicalBook > CAS DataBase List > 4-(4-AMINO-3-FLUOROPHENOXY)-N-METHYLPICOLINAMIDE

4-(4-AMINO-3-FLUOROPHENOXY)-N-METHYLPICOLINAMIDE

Product Name
4-(4-AMINO-3-FLUOROPHENOXY)-N-METHYLPICOLINAMIDE
CAS No.
757251-39-1
Chemical Name
4-(4-AMINO-3-FLUOROPHENOXY)-N-METHYLPICOLINAMIDE
Synonyms
RG-M2;Regofenib impurity 4;Regorafenib USP RC A;Regorafenib Impurity 35;Regorafenib Intermediate;Regorafenib EP Impurity A;4-(4-amino-3-fluorophenoxy);1,3-dimethyl-35-nitrosourea;Regorafenib Related Compound A;AFP-Picolin Methylamide Impurity
CBNumber
CB51486673
Molecular Formula
C13H12FN3O2
Formula Weight
261.25
MOL File
757251-39-1.mol
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4-(4-AMINO-3-FLUOROPHENOXY)-N-METHYLPICOLINAMIDE Property

Melting point:
143 °C
Boiling point:
459.8±45.0 °C(Predicted)
Density 
1.305
vapor pressure 
0Pa at 20℃
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
Chloroform (Slightly), DMSO (Sparingly), Methanol (Slightly)
form 
Solid
pka
13.92±0.46(Predicted)
color 
Orange to Dark Red to Brown
Water Solubility 
190mg/L at 20℃
InChI
InChI=1S/C13H12FN3O2/c1-16-13(18)12-7-9(4-5-17-12)19-8-2-3-11(15)10(14)6-8/h2-7H,15H2,1H3,(H,16,18)
InChIKey
ZQHJPIPGBODVTG-UHFFFAOYSA-N
SMILES
C1(C(NC)=O)=NC=CC(OC2=CC=C(N)C(F)=C2)=C1
LogP
1.3 at 25℃
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Safety

HS Code 
2933.39.9200
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

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.

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

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

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
Y0002093
Product name
Regorafenib impurity A
Purity
European Pharmacopoeia (EP) Reference Standard
Packaging
15 mg
Price
$118
Updated
2025/07/31
Sigma-Aldrich
Product number
1600212
Product name
Regorafenib Related Compound A
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
15mg
Price
$986
Updated
2025/07/31
Sigma-Aldrich
Product number
Y0002093
Product name
Regorafenib impurity A
Purity
European Pharmacopoeia (EP) Reference Standard
Packaging
Y0002093
Price
$150
Updated
2024/03/01
TCI Chemical
Product number
A2979
Product name
4-(4-Amino-3-fluorophenoxy)-N-methyl-2-pyridinecarboxamide
Purity
>98.0%(HPLC)
Packaging
200mg
Price
$33
Updated
2025/07/31
TCI Chemical
Product number
A2979
Product name
4-(4-Amino-3-fluorophenoxy)-N-methyl-2-pyridinecarboxamide
Purity
>98.0%(HPLC)
Packaging
1g
Price
$99
Updated
2025/07/31
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4-(4-AMINO-3-FLUOROPHENOXY)-N-METHYLPICOLINAMIDE Chemical Properties,Usage,Production

Chemical Properties

4-(4-Amino-3-fluorophenoxy)-N-methylpicolinamide has the appearance of a white to yellow powder or crystals, which is stable and non-reactive under normal conditions of use, storage and transport.

Uses

4-(4-Amino-3-fluorophenoxy)-N-methylpyridine-2-carboxamide is a compound used as a reagent to synthesize Regorafenib (R143000), a multikinase inhibitor that is used to treat patients with advanced colorectal cancer.

Definition

ChEBI: 4-(4-Amino-3-fluorophenoxy)-N-methyl-2-pyridinecarboxamide is an aromatic ether.

Synthesis

399-95-1

220000-87-3

757251-39-1

Under nitrogen atmosphere, 363 g of 4-amino-3-fluorophenol, 374 g of 4-chloro-N-methylpyridine-2-carboxamide and 3740 mL of N,N-dimethylacetamide were sequentially added to the reaction vessel and stirred until completely dissolved. Subsequently, 115 g of sodium hydroxide was added and the temperature of the reaction system was raised to 105 °C and the temperature was maintained for 1 hour. Upon completion of the reaction, 5600 mL of water was added to the system, the mixture was cooled to 10 °C and stirred at this temperature overnight to promote crystallization. After separation by filtration, 509 g of the brown solid product 4-(4-amino-3-fluorophenoxy)-N-methylpyridine-2-carboxamide was obtained by drying. The product was analyzed by high performance liquid chromatography (HPLC) and showed a purity of 99.3%, a melting point of 141.5-142.5 °C and a yield of 88.9%.

References

[1] Patent: CN108997209, 2018, A. Location in patent: Paragraph 0024; 0025; 0027; 0029; 0031; 0033; 0035
[2] Patent: US2017/334856, 2017, A1. Location in patent: Paragraph 0036
[3] Bioorganic and Medicinal Chemistry Letters, 2018, vol. 28, # 4, p. 577 - 583
[4] Patent: CN104592105, 2017, B. Location in patent: Paragraph 0227; 0228; 0229; 0230; 0233-0235; 0238-0241
[5] Patent: US2008/90856, 2008, A1. Location in patent: Page/Page column 34

4-(4-AMINO-3-FLUOROPHENOXY)-N-METHYLPICOLINAMIDE Preparation Products And Raw materials

Raw materials

Preparation Products

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4-(4-AMINO-3-FLUOROPHENOXY)-N-METHYLPICOLINAMIDE Suppliers

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View Lastest Price from 4-(4-AMINO-3-FLUOROPHENOXY)-N-METHYLPICOLINAMIDE manufacturers

Hubei Lidu New Material Technology Co., Ltd
Product
4-(4-Amino-3-fluorophenoxy)-N-methylpicolinamide 757251-39-1
Price
US $0.00-0.00/g
Min. Order
1g
Purity
98%
Supply Ability
20 tons
Release date
2025-07-24
LY Global chemicals co.,ltd .
Product
4-(4-AMINO-3-FLUOROPHENOXY)-N-METHYLPICOLINAMIDE 757251-39-1
Price
US $0.00/kg
Min. Order
1kg
Purity
98.0%min
Supply Ability
100kg
Release date
2023-03-11
Shanghai Rlavie Technology Co ltd
Product
4-(4-Amino-3-fluorophenoxy)-N-methylpyridine-2-carboxamide 757251-39-1
Price
US $0.00-0.00/G
Min. Order
1G
Purity
98%min
Supply Ability
50kgs/month
Release date
2022-09-11

757251-39-1, 4-(4-AMINO-3-FLUOROPHENOXY)-N-METHYLPICOLINAMIDERelated Search:

1,3-Benzenediol, 5-fluoro-4-nitro- 4-(4-Fluorophenyl)-1-Methyl- Paroxetine Selexipag Impurity 6 (4-BENZYLOXYCARBONYLAMINOPHENYL)BORONIC ACID, PINACOL ESTER PAROXETINE RELATED COMPOUND C (15 MG) ((+)-TRANS-PAROXETINE HYDROCHLORIDE) S-Silodosin 6,6'-bis(2-methyl-2H-tetrazol-5-yl)-3,3'-bipyridine 2-[(4,6-Dimethyl-2-pyrimidinyl)oxy]-3,3-diphenyl-2-propenoic Acid Cabozantinib Impurity E 4-Amino-3-fluorophenol 4-[4-[[[[4-Chloro-3-(trifluoromethyl)phenyl]amino]carbonyl]amino]-3-fluorophenoxy]-N-methyl-2-pyridinecarboxamide hydrate 4-Chloro-alpha,alpha,alpha-trifluoro-m-toluidine Regorafenib Regorafenib iMpurity Benzene, 1-chloro-3-isocyanato-5-(trifluoromethyl)- 2-Pyridinecarboxylic acid, 4,5,6-trichloro-, methyl ester 1,3-Benzenediol, 4-amino-5-fluoro-

  • 4-(4-AMINO-3-FLUOROPHENOXY)-N-METHYLPICOLINAMIDE
  • 2-Pyridinecarboxamide,4-(4-amino-3-fluorophenoxy)-N-methyl-
  • 4-(4-Amino-3-fluorophenoxy)pyridine-2-carboxylic acid methylamine
  • 4-(4-amino-3-fluorophenoxy)
  • 4-(4-amino-3-fluorophenoxy)-N-methylpyridine-2-carboxamid
  • Regorafenib Impurity 35
  • 4-(4-Amino-3-fluorophenoxy)pyridine-2-carboxylic acid methylamide
  • 4-(4-Amino-3-fluorophenoxy)-N-methylpyridine-2-carboxamide
  • 4-(4-AMINO-3-FLUOROPHENOXY)-N-METHYL-2-PYRIDINECARBOXAMIDE
  • 4-(4-Amino-3-fluorophenoxy)-N-methylpicolinamide EINECS
  • 4-(4-AMINO-3-FLUOROPHENOXY)-N-METHYLPICOLIMIDE
  • Regorafenib Intermediate
  • Regofenib impurity 4
  • AFP-Picolin Methylamide Impurity
  • Regorafenib USP RC A
  • Regorafenib EP Impurity A
  • AFP-Picolin Methylamide ImpurityQ: What is AFP-Picolin Methylamide Impurity Q: What is the CAS Number of AFP-Picolin Methylamide Impurity Q: What is the storage condition of AFP-Picolin Methylamide Impurity Q: What are the applications of AFP-Picolin Methylamide Impurity
  • RG-M2
  • Regorafenib EP Impurity A (Regorafenib USP Related Compound A)
  • 4- (4-Amino-3-fluorophenoxy) - N-methyl-2-pyridylformamide
  • 1,3-dimethyl-35-nitrosourea
  • Regorafenib Related Compound A
  • 5-(4-amino-3-fluorophenoxy)-4-chloro-N-methylpicolinamide
  • 757251-39-1
  • 797251-39-1
  • Regorafenib