Hydrochloric Acid → HCID 178427917, compound

HRID 1505512Notes

Reaction equation

HRID 1505512 reaction equation
Cl.[Cl:2][C:3]1[C:4]([CH3:43])=[C:5]([S:9]([NH:12][C:13]2[CH:18]=[CH:17][C:16]([F:19])=[C:15]([NH:20][C:21]3[C:26]([C:27]4[N:35]=[CH:34][N:33]=[C:32]5[C:28]=4[N:29]=[CH:30][N:31]5C4CCCCO4)=[CH:25][CH:24]=[CH:23][N:22]=3)[C:14]=2[F:42])(=[O:11])=[O:10])[CH:6]=[CH:7][CH:8]=1>>[N:35]1[C:27]([C:26]2[C:21]([NH:20][C:15]3[C:14]([F:42])=[C:13]([NH:12][S:9]([C:5]4[CH:6]=[CH:7][CH:8]=[C:3]([Cl:2])[C:4]=4[CH3:43])(=[O:11])=[O:10])[CH:18]=[CH:17][C:16]=3[F:19])=[N:22][CH:23]=[CH:24][CH:25]=2)=[C:28]2[C:32]([NH:31][CH:30]=[N:29]2)=[N:33][CH:34]=1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 86702957HCID 86702957, compound

Product 1

HCID 178427917HCID 178427917, compoundYield 86%

Procedure

1M aqueous hydrochloric acid solution was added into the 3-chloro-N-(2,4-difluoro-3-(3-(9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-yl)pyridin-2-ylamino)phenyl)-2-methylbenzenesulfonamide (20 mg, 0.033 mmol) prepared at Step 10 and stirred for 2 hours. After the reaction, the reactant was washed with an aqueous solution of sodium hydrogen carbonate and salt water. After extraction with ethylacetate, the organic layer was dried with sulfuric anhydride magnesium and vacuum concentrated, and then refined by means of column chromatography, so that 15 mg of the target compound, N-(3-(3-(9H-purin-6-yl)pyridin-2-ylamino)-2,4-difluorophenyl)-3-chloro-2-methylbenzenesulfonamide (percentage yield: 86%), was obtained.

Workup

  1. customprepared at Step 10
  2. customAfter the reaction
  3. washthe reactant was washed with an aqueous solution of sodium hydrogen carbonate and salt water
  4. extractionAfter extraction with ethylacetate
  5. dry with materialthe organic layer was dried with sulfuric anhydride magnesium and vacuum
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-ac2db15801d64151bfcc6c8bc138282e
Source dataset
uspto-grants-2015_12
Patent number
US09216981B2

Reaction notes

Loading…