Ammonia → HCID 178514712, compound

HRID 229409Notes

Reaction equation

HRID 229409 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8](Cl)(=[O:10])=[O:9])=[CH:4][C:3]=1[C:12]1[C:20]2[C:15](=[N:16][C:17]([O:21][C:22]3[CH:27]=[CH:26][C:25]([F:28])=[CH:24][C:23]=3[F:29])=[N:18][CH:19]=2)[NH:14][N:13]=1.[NH3:30]>CO>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH2:30])(=[O:10])=[O:9])=[CH:4][C:3]=1[C:12]1[C:20]2[C:15](=[N:16][C:17]([O:21][C:22]3[CH:27]=[CH:26][C:25]([F:28])=[CH:24][C:23]=3[F:29])=[N:18][CH:19]=2)[NH:14][N:13]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 178527429HCID 178527429, compound

Product 1

HCID 178514712HCID 178514712, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

4-Chloro-3-[6-(2,4-difluoro-phenoxy)-1H-pyrazolo[3,4-d]pyrimidin-3-yl]-benzenesulfonyl chloride (34 mg, 0.735 mmol) was added to a solution of 2M NH3 in MeOH (1 mL), and the reaction mixture was stirred for 20 minutes. The reaction mixture was concentrated under reduced pressure, and the residue was purified by preparative TLC (40% EtOAc in hexanes) to give 15 mg of 4-chloro-3-[6-(2,4-difluoro-phenoxy)-1H-pyrazolo[3,4-d]pyrimidin-3-yl]-benzenesulfonamide, MS (M+H)=418.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe residue was purified by preparative TLC (40% EtOAc in hexanes)

Sources & evidence

ORD record
ord-0462b7daa83842ba85aa4a3f3b4172b6
Source dataset
uspto-grants-2009_07
Patent number
US07563799B2

Reaction notes

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