Hydrochloric Acid → HCID 178478865, compound

HRID 1792526Notes

Reaction equation

HRID 1792526 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:12]([C:13]3[CH:14]=[CH:15][C:16]4[N:17]([C:19]([C:22]5[CH:27]=[CH:26][C:25]([S:28]([NH2:31])(=[O:30])=[O:29])=[CH:24][CH:23]=5)=[CH:20][N:21]=4)[CH:18]=3)=[CH:11][N:10](C(C3C=CC=CC=3)(C3C=CC=CC=3)C3C=CC=CC=3)[N:9]=2)=[CH:4][CH:3]=1.[ClH:51]>O1CCCC1.CO>[ClH:51].[ClH:51].[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:12]([C:13]3[CH:14]=[CH:15][C:16]4[N:17]([C:19]([C:22]5[CH:27]=[CH:26][C:25]([S:28]([NH2:31])(=[O:29])=[O:30])=[CH:24][CH:23]=5)=[CH:20][N:21]=4)[CH:18]=3)=[CH:11][NH:10][N:9]=2)=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 22031510HCID 22031510, compound

Product 1

HCID 178478865HCID 178478865, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

185 mg 4-{6-[3-(4-fluorophenyl)-1-trityl-1H-4-pyrazolyl]imidazo[1,2-a]pyridin-3-yl}-1-benzene sulfonamide obtained in Example 11 was dissolved in 3.5 mL solvent mixture of tetrahydrofuran and methanol (1:1), then 3.5 mL of 5 N hydrochloric acid was added thereto, and the mixture was stirred at room temperature for 3 hours. The reaction solution was washed with 4 mL diethyl ether, and the aqueous layer was evaporated into dryness under reduced pressure (azeotropic evaporation with ethanol). The residue was recrystallized from ethanol and diethyl ether to give 123 mg of the title compound as colorless crystals.

Workup

  1. washThe reaction solution was washed with 4 mL diethyl ether
  2. customthe aqueous layer was evaporated into dryness under reduced pressure (azeotropic evaporation with ethanol)
  3. customThe residue was recrystallized from ethanol and diethyl ether

Sources & evidence

ORD record
ord-5e44504fea6949a9aea92f49e40b8f89
Source dataset
uspto-grants-2006_07
Patent number
US07074801B1

Reaction notes

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