Hydrochloric Acid → HCID 23139165, compound

HRID 1171743Notes

Reaction equation

C([S:4][CH:5]1[CH2:10][CH2:9][N:8]([CH:11]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=2[F:23])[C:12]([CH:14]2[CH2:16][CH2:15]2)=[O:13])[CH2:7]/[C:6]/1=[CH:24]\[C:25]1[N:26]=[N:27][N:28]([CH2:30][CH2:31][CH2:32][CH2:33][C:34]([O:36][CH2:37][CH3:38])=[O:35])[CH:29]=1)(=O)C.[ClH:39]>>[ClH:39].[CH:14]1([C:12](=[O:13])[CH:11]([N:8]2[CH2:9][CH2:10][CH:5]([SH:4])/[C:6](=[CH:24]/[C:25]3[N:26]=[N:27][N:28]([CH2:30][CH2:31][CH2:32][CH2:33][C:34]([O:36][CH2:37][CH3:38])=[O:35])[CH:29]=3)/[CH2:7]2)[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=2[F:23])[CH2:16][CH2:15]1

Participants

Reactant 2

HCID 313Hydrochloric Acid

HCID 23138467HCID 23138467, compound

Product 1

HCID 23139165HCID 23139165, compoundYield 92%

Procedure

In a similar manner to that described in Example 133, (E)-4-(acetylsulfanyl)-1-[2-cyclopropyl-1-(2-fluorophenyl)-2-oxoethyl]-3-({1-[4-(ethoxycarbonyl)butyl]-1H-1,2,3-triazol-4-yl}methylidene)piperidine (1.32 g) was treated with hydrogen chloride. The crude product was purified by chromatography on silica gel using a mixture of methanol and dichloromethane (1:99 to 10:90) as the eluent to afford the title compound as a pale yellow amorphous solid (1.44 g, yield: 92%).

Workup

customThe crude product was purified by chromatography on silica gel using
additiona mixture of methanol and dichloromethane (1:99 to 10:90) as the eluent

Sources & evidence

ORD record: ord-549516faac4442578cc76ecb5ccdae83
Source dataset: uspto-grants-2010_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07829580B2

Reaction notes

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