Hydrochloric Acid → HCID 178527540, compound

HRID 1505526Notes

Reaction equation

HRID 1505526 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]([N:36]1[CH2:41][CH2:40][O:39][CH2:38][CH2:37]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]([N:36]4[CH2:41][CH2:40][O:39][CH2:38][CH2:37]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]=1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 86702964HCID 86702964, compound

Product 1

HCID 178527540HCID 178527540, compoundYield 94%

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)morpholine-4-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 9 mg of the target compound, N-(3-(3-(9H-purin-6-yl)pyridin-2-ylamino)-2,4-difluorophenyl)morpholine-4-sulfonamide (percentage yield: 94%), 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-f1e97c917fd54ab2ba6224c84fd2116c
Source dataset
uspto-grants-2015_12
Patent number
US09216981B2

Reaction notes

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