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Hydrochloric Acid → HCID 178527523, compound

HRID 1505534
Notes
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Reaction equation

HRID 1505534 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]([CH:41]2[O:45][CH2:44][CH2:43][O:42]2)=[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]([CH:41]5[O:45][CH2:44][CH2:43][O:42]5)=[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]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 86702970HCID 86702970, compound

Product 1

HCID 178527523HCID 178527523, compoundYield 81%

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-(1,3-dioxolane-2-yl)furan-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 9 mg of the target compound, N-(3-(3-(9H-purin-6-yl)pyridin-2-ylamino)-2,4-difluorophenyl)-5-(1,3-dioxolane-2-yl)furan-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-72b8e7e6f8514774b3bd0830a8f01b07
    Source dataset
    uspto-grants-2015_12
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US09216981B2

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes