Hydrochloric Acid → N-(3-(3-(9H-purin-6-yl)pyridin-2-ylamino)-2,4-difluorophenyl)-5-methylfuran-2-sulfonamide
Reaction equation
Cl.[F:2][C:3]1[C:8]([NH:9][C:10]2[C:15]([C:16]3[N:24]=[CH:23][N:22]=[C:21]4[C:17]=3[N:18]=[CH:19][N:20]4C3CCCCO3)=[CH:14][CH:13]=[CH:12][N:11]=2)=[C:7]([F:31])[CH:6]=[CH:5][C:4]=1[NH:32][S:33]([C:36]1[O:37][C:38]([CH3:41])=[CH:39][CH:40]=1)(=[O:35])=[O:34]>>[N:24]1[C:16]([C:15]2[C:10]([NH:9][C:8]3[C:3]([F:2])=[C:4]([NH:32][S:33]([C:36]4[O:37][C:38]([CH3:41])=[CH:39][CH:40]=4)(=[O:34])=[O:35])[CH:5]=[CH:6][C:7]=3[F:31])=[N:11][CH:12]=[CH:13][CH:14]=2)=[C:17]2[C:21]([NH:20][CH:19]=[N:18]2)=[N:22][CH:23]=1Participants
3
Procedure
1M aqueous hydrochloric acid solution was added into the N-(2,4-difluoro-3-(3-(9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-yl)pyridin-2-ylamino)phenyl)-5-methylfuran-2-sulfonamide (12 mg, 0.020 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 8 mg of the target compound, N-(3-(3-(9H-purin-6-yl)pyridin-2-ylamino)-2,4-difluorophenyl)-5-methylfuran-2-sulfonamide (percentage yield: 81%), was obtained.
Workup
- customprepared at Step 10
- customAfter the reaction
- washthe reactant was washed with an aqueous solution of sodium hydrogen carbonate and salt water
- extractionAfter extraction with ethylacetate
- dry with materialthe organic layer was dried with sulfuric anhydride magnesium and vacuum
- concentrationconcentrated
Sources & evidence
- ORD record
- ord-38fd57c6062b4d87bbbe514e34ed31d2
- Source dataset
- uspto-grants-2015_12
- Patent number
- US09216981B2
Reaction notes
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