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
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℃
Safety
- HS Code
- 2933.39.9200
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.
N-Bromosuccinimide Price
- Product number
- Y0002093
- Product name
- Regorafenib impurity A
- Purity
- European Pharmacopoeia (EP) Reference Standard
- Packaging
- 15 mg
- Price
- $118
- Updated
- 2025/07/31
- Product number
- 1600212
- Product name
- Regorafenib Related Compound A
- Purity
- United States Pharmacopeia (USP) Reference Standard
- Packaging
- 15mg
- Price
- $986
- Updated
- 2025/07/31
- Product number
- Y0002093
- Product name
- Regorafenib impurity A
- Purity
- European Pharmacopoeia (EP) Reference Standard
- Packaging
- Y0002093
- Price
- $150
- Updated
- 2024/03/01
- 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
- 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
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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View Lastest Price from 4-(4-AMINO-3-FLUOROPHENOXY)-N-METHYLPICOLINAMIDE manufacturers
- 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
- 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
- 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