N-{3-[5-(2-chloro-4-pyriMidinyl)-2-(1,1-diethylethyl)-1,3-thiazol-4-yl]-2-fluoraphenyl}-2,6-difluorobenzenesulfonaMide

Product Name: N-{3-[5-(2-chloro-4-pyriMidinyl)-2-(1,1-diethylethyl)-1,3-thiazol-4-yl]-2-fluoraphenyl}-2,6-difluorobenzenesulfonaMide
CAS No.: 1195768-23-0
Chemical Name: N-{3-[5-(2-chloro-4-pyriMidinyl)-2-(1,1-diethylethyl)-1,3-thiazol-4-yl]-2-fluoraphenyl}-2,6-difluorobenzenesulfonaMide
Synonyms: Dabrafenib Impurity 2;Dabrafenib Impurity 22;N-(3-(2-(tert-butyl)-5-(2-chloropyrimidin-4-yl)thiazol-4-yl)-2-fluorophenyl)-2,6-difluorobenzenesulfonamide;N-(3-(2-(tert-butyl)-5-(2-chloropyrimidine-4-yl)thiazole-4-yl)-2-fluorophenyl)-2,6-difluorobenzenesulfonylamide;N-[3-[5-(2-Chloro-4-pyrimidinyl)-2-(1,1-dimethylethyl )-4-thiazolyl]-2-fluorophenyl]-2,6-difluorobenzenesul fonamide;Benzenesulfonamide, N-[3-[5-(2-chloro-4-pyrimidinyl)-2-(1,1-dimethylethyl)-4-thiazolyl]-2-fluorophenyl]-2,6-difluoro-;N-{3-[5-(2-chloro-4-pyriMidinyl)-2-(1,1-diethylethyl)-1,3-thiazol-4-yl]-2-fluoraphenyl}-2,6-difluorobenzenesulfonaMide;N-(3-(2-(tert-Butyl)-5-(2-chloropyrimidin-4-yl)thiazol-4-yl)-2-fluorophenyl)-2,6-difluorobenzenesulfonamide - [B71911];N-{3-[5-(2-chloro-4-pyriMidinyl)-2-(1,1-diMethylethyl)-1,3-thiazol-4-yl]-2-fluorophenyl}-2,6-difluorobenzenesulfonaMide
CBNumber: CB02703781
Molecular Formula: C23H18ClF3N4O2S2
Formula Weight: 538.99
MOL File: 1195768-23-0.mol

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N-{3-[5-(2-chloro-4-pyriMidinyl)-2-(1,1-diethylethyl)-1,3-thiazol-4-yl]-2-fluoraphenyl}-2,6-difluorobenzenesulfonaMide Property

Boiling point:: 635.5±65.0 °C(Predicted)
Density: 1.458±0.06 g/cm3(Predicted)
storage temp.: under inert gas (nitrogen or Argon) at 2-8°C
pka: 6.60±0.10(Predicted)
Appearance: Light yellow to yellow Solid
InChI: InChI=1S/C23H18ClF3N4O2S2/c1-23(2,3)21-30-18(19(34-21)16-10-11-28-22(24)29-16)12-6-4-9-15(17(12)27)31-35(32,33)20-13(25)7-5-8-14(20)26/h4-11,31H,1-3H3
InChIKey: IOJHPWJJWDACRN-UHFFFAOYSA-N
SMILES: C1(S(NC2=CC=CC(C3=C(C4C=CN=C(Cl)N=4)SC(C(C)(C)C)=N3)=C2F)(=O)=O)=C(F)C=CC=C1F

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Ambeed

Product number: A586656
Product name: N-(3-(2-(tert-Butyl)-5-(2-chloropyrimidin-4-yl)thiazol-4-yl)-2-fluorophenyl)-2,6-difluorobenzenesulfonamide
Purity: 97%
Packaging: 100mg
Price: $197
Updated: 2021/12/16

Crysdot

Product number: CD11334510
Product name: N-(3-(2-(tert-Butyl)-5-(2-chloropyrimidin-4-yl)thiazol-4-yl)-2-fluorophenyl)-2,6-difluorobenzenesulfonamide
Purity: 97%
Packaging: 100mg
Price: $282
Updated: 2021/12/16

Ambeed

Product number: A586656
Product name: N-(3-(2-(tert-Butyl)-5-(2-chloropyrimidin-4-yl)thiazol-4-yl)-2-fluorophenyl)-2,6-difluorobenzenesulfonamide
Purity: 97%
Packaging: 250mg
Price: $394
Updated: 2021/12/16

Crysdot

Product number: CD11334510
Product name: N-(3-(2-(tert-Butyl)-5-(2-chloropyrimidin-4-yl)thiazol-4-yl)-2-fluorophenyl)-2,6-difluorobenzenesulfonamide
Purity: 97%
Packaging: 250mg
Price: $452
Updated: 2021/12/16

Alichem

Product number: 1195768230
Product name: N-(3-(2-(tert-Butyl)-5-(2-chloropyrimidin-4-yl)thiazol-4-yl)-2-fluorophenyl)-2,6-difluorobenzenesulfonamide
Packaging: 250mg
Price: $497.04
Updated: 2021/12/16

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N-{3-[5-(2-chloro-4-pyriMidinyl)-2-(1,1-diethylethyl)-1,3-thiazol-4-yl]-2-fluoraphenyl}-2,6-difluorobenzenesulfonaMide Chemical Properties,Usage,Production

Synthesis

630-22-8

1195768-20-7

1195768-23-0

Step C: Synthesis of N-(3-(2-(tert-butyl)-5-(2-chloropyrimidin-4-yl)thiazol-4-yl)-2-fluorophenyl)-2,6-difluorobenzenesulfonamide. To the reactor was added N-{3-[(2-chloro-4-pyrimidinyl)acetyl]-2-fluorophenyl}-2,6-difluorobenzenesulfonamide (30 g, 1 eq.) and dichloromethane (300 mL). The reaction mixture was cooled to 10 °C and N-bromosuccinimide (NBS) (12.09 g, 1 eq.) was added in 3 portions, stirring for 10-15 min after each addition. After the addition was completed, the reaction mixture was warmed to 20 °C and stirred for 45 min. Water (150 mL) was added, stirred and layered. Water (150 mL) was again added to the dichloromethane layer, stirred and layered. The dichloromethane layer was concentrated to about 120 mL. ethyl acetate (210 mL) was added and concentrated to about 120 mL. dimethylacetamide (270 mL) was added and cooled to 10°C. The dichloromethane layer was then mixed with water (150 mL) and stirred. 2,2-Dimethylpropane sulfamide (1.3 g, 0.5 eq.) was added in 2 additions, stirring for 5 minutes after each addition. The reaction mixture was warmed to 20-25 °C and held for 45 minutes. It was then heated to 75°C and reacted for 1.75 hours. Cooled to 5°C and slowly added water (270 mL), controlling the temperature below 30°C. Ethyl acetate (120 mL) was added, stirred and layered. Add ethyl acetate (210mL) to the aqueous layer, stir and stratify. Ethyl acetate (210mL) was added to the aqueous layer again, stirred and layered. Combined the organic layers, washed 4 times with water (120mL) and stirred at 20-25°C overnight. Concentrate the organic layer to 120 mL. heat to 50 °C and slowly add heptane (120 mL). Heat to reflux, cool to 0°C and hold for 2 hrs. Filtered the solid and washed with heptane (2 x 60 mL). dried under vacuum at 30 °C to give the target product (28.8 g, 80% yield).

References

[1] Patent: WO2011/47238, 2011, A1. Location in patent: Page/Page column 18-20
[2] Patent: WO2014/66606, 2014, A2. Location in patent: Page/Page column 20; 23-24
[3] Patent: WO2015/87279, 2015, A1. Location in patent: Page/Page column 23; 24
[4] Patent: WO2017/37587, 2017, A1. Location in patent: Page/Page column 33-34
[5] Patent: US2009/298815, 2009, A1. Location in patent: Page/Page column 54-55

N-{3-[5-(2-chloro-4-pyriMidinyl)-2-(1,1-diethylethyl)-1,3-thiazol-4-yl]-2-fluoraphenyl}-2,6-difluorobenzenesulfonaMide Preparation Products And Raw materials

Raw materials

Preparation Products

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N-{3-[5-(2-chloro-4-pyriMidinyl)-2-(1,1-diethylethyl)-1,3-thiazol-4-yl]-2-fluoraphenyl}-2,6-difluorobenzenesulfonaMide Suppliers

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Zibo Hangyu Biotechnology Development Co., Ltd

Product: N-{3-[5-(2-chloro-4-pyriMidinyl)-2-(1,1-diethylethyl)-1,3-thiazol-4-yl]-2-fluoraphenyl}-2,6-difluorobenzenesulfonaMide 1195768-23-0
Price: US $70.00-700.00/kg
Min. Order: 10kg
Purity: 0.99
Supply Ability: 20tons
Release date: 2023-10-30

Henan Fengda Chemical Co., Ltd

Product: N-{3-[5-(2-chloro-4-pyriMidinyl)-2-(1,1-diethylethyl)-1,3-thiazol-4-yl]-2-fluoraphenyl}-2,6-difluorobenzenesulfonaMide 1195768-23-0
Price: US $5.00-0.10/KG
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Purity: 99%
Supply Ability: g-kg-tons, free sample is available
Release date: 2024-03-26

Jinan Ande Pharmaceutical Co.,Ltd.

Product: N-{3-[5-(2-chloro-4-pyriMidinyl)-2-(1,1-diethylethyl)-1,3-thiazol-4-yl]-2-fluoraphenyl}-2,6-difluorobenzenesulfonaMide 1195768-23-0
Price: US $0.00/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: 1kg,5kg,10kg,50kg
Release date: 2021-12-18

1195768-23-0, N-{3-[5-(2-chloro-4-pyriMidinyl)-2-(1,1-diethylethyl)-1,3-thiazol-4-yl]-2-fluoraphenyl}-2,6-difluorobenzenesulfonaMideRelated Search:

N-[[(2-Methyl-5-nitrophenyl)amino]thioxomethyl]acetamide N-(1-(tert-butyl)-4-(5-chloro-2-hydroxyphenyl)-1H-pyrazol-5-yl)-2,2,2-trifluoroacetamide Plinabulin Trametinib N-(3-Chloro-4-fluorophenyl)-6-nitro-7-(phenylsulfonyl)-4-quinazolinaMine N-(1-benzyl-4-methylpiperidin-3-yl)-N-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine N-(3-(2-bromo-2-(2-chloropyrimidin-4-yl)acetyl)-2-fluorophenyl)-2,6-difluorobenzenesulfonamide

N-{3-[5-(2-chloro-4-pyriMidinyl)-2-(1,1-diethylethyl)-1,3-thiazol-4-yl]-2-fluoraphenyl}-2,6-difluorobenzenesulfonaMide

N-{3-[5-(2-chloro-4-pyriMidinyl)-2-(1,1-diMethylethyl)-1,3-thiazol-4-yl]-2-fluorophenyl}-2,6-difluorobenzenesulfonaMide

N-(3-(2-(tert-butyl)-5-(2-chloropyrimidin-4-yl)thiazol-4-yl)-2-fluorophenyl)-2,6-difluorobenzenesulfonamide

Dabrafenib Impurity 2

Benzenesulfonamide, N-[3-[5-(2-chloro-4-pyrimidinyl)-2-(1,1-dimethylethyl)-4-thiazolyl]-2-fluorophenyl]-2,6-difluoro-

N-[3-[5-(2-Chloro-4-pyrimidinyl)-2-(1,1-dimethylethyl )-4-thiazolyl]-2-fluorophenyl]-2,6-difluorobenzenesul fonamide

N-(3-(2-(tert-Butyl)-5-(2-chloropyrimidin-4-yl)thiazol-4-yl)-2-fluorophenyl)-2,6-difluorobenzenesulfonamide - [B71911]

N-(3-(2-(tert-butyl)-5-(2-chloropyrimidine-4-yl)thiazole-4-yl)-2-fluorophenyl)-2,6-difluorobenzenesulfonylamide

Dabrafenib Impurity 22

1195768-23-0

C23H18ClF3N4O2S2