Methyl 3-(2,6-difluorophenylsulfonamido)-2-fluorobenzoate Chemical Properties

Boiling point:

445.4±55.0 °C(Predicted)

Density 

1.507±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

solubility 

DMSO (Slightly), Methanol (Slightly)

pka

6.68±0.10(Predicted)

form 

Solid

color 

White to Off-White

InChI

InChI=1S/C14H10F3NO4S/c1-22-14(19)8-4-2-7-11(12(8)17)18-23(20,21)13-9(15)5-3-6-10(13)16/h2-7,18H,1H3

InChIKey

COSCWKICERLCEK-UHFFFAOYSA-N

SMILES

C(OC)(=O)C1=CC=CC(NS(C2=C(F)C=CC=C2F)(=O)=O)=C1F

Methyl 3-(2,6-difluorophenylsulfonamido)-2-fluorobenzoate Usage And Synthesis

Uses

Methyl 3-(2,6-difluorophenylsulfonamido)-2-fluorobenzoate can be useful in the development of B-RafV600E inhibitors.

Synthesis

Methyl 3-amino-2-fluorobenzoate was charged to the reactor, followed by dichloromethane. The contents were stirred and cooled to ~15°C, and pyridine was added. After that, the reactor contents were adjusted to ~15°C, and adding 2,6-diflurorobenzenesulfonyl chloride was started via an addition funnel. The temperature during addition was kept at <25°C. After complete addition, the reactor contents were warmed to 20-25°C and held overnight. Ethyl acetate was added, and dichloromethane was removed by distillation. Once distillation was complete, the reaction mixture was diluted again with ethyl acetate (5 vol) and concentrated. Methyl 3-(2,6-difluorophenylsulfonamido)-2-fluorobenzoate was obtained through further purification.

storage

Keep container tightly closed under nitrogen or argon and refrigerate for long-term shelf life.

References

[1] Patent: WO2011/47238, 2011, A1. Location in patent: Page/Page column 17-18
[2] Patent: WO2014/66606, 2014, A2. Location in patent: Page/Page column 20-21
[3] Patent: WO2014/195852, 2014, A1. Location in patent: Page/Page column 28-29
[4] Patent: WO2015/87279, 2015, A1. Location in patent: Page/Page column 21; 22
[5] Patent: WO2017/37587, 2017, A1. Location in patent: Page/Page column 31-32

Methyl 3-(2,6-difluorophenylsulfonamido)-2-fluorobenzoate(1195768-19-4)Related Product Information

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