Hydrochloric Acid → HCID 23139024, compound

HRID 1171737Notes

Reaction equation

HRID 1171737 reaction equation
[ClH:1].C([S:5][CH:6]1[CH2:11][CH2:10][N:9]([CH:12]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=2[F:24])[C:13]([CH:15]2[CH2:17][CH2:16]2)=[O:14])[CH2:8]/[C:7]/1=[CH:25]\[C:26]1[N:30]([CH2:31][CH2:32][CH2:33][C:34]([O:36][CH2:37][CH3:38])=[O:35])[N:29]=[N:28][N:27]=1)(=O)C>C(O)C>[ClH:1].[CH:15]1([C:13](=[O:14])[CH:12]([N:9]2[CH2:10][CH2:11][CH:6]([SH:5])/[C:7](=[CH:25]/[C:26]3[N:30]([CH2:31][CH2:32][CH2:33][C:34]([O:36][CH2:37][CH3:38])=[O:35])[N:29]=[N:28][N:27]=3)/[CH2:8]2)[C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=2[F:24])[CH2:16][CH2:17]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 23138673HCID 23138673, compound

Product 1

HCID 23139024HCID 23139024, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Hydrogen chloride was passed through a solution of (E)-4-(acetylsulfanyl)-1-[2-cyclopropyl-1-(2-fluorophenyl)-2-oxoethyl]-3-({1-[3-(ethoxycarbonyl)propyl]-1H-tetrazol-5-yl}methylidene)piperidine (139 mg) in ethanol (4 ml) at 0° C. The mixture was stirred under tightly sealed condition at room temperature for 3.5 hours. The solvent and excess amount of hydrogen chloride were removed in vacuo, and the residue was purified by chromatography on silica gel using a mixture of ethanol and dichloromethane (2:98 to 12:88) as the eluent to afford the title compound as a pale yellow amorphous solid (136 mg, yield 99%)

Workup

  1. customThe solvent and excess amount of hydrogen chloride were removed in vacuo
  2. customthe residue was purified by chromatography on silica gel using
  3. additiona mixture of ethanol and dichloromethane (2:98 to 12:88) as the eluent

Sources & evidence

ORD record
ord-9e16396251644fc584c4589be301d2b8
Source dataset
uspto-grants-2010_11
Patent number
US07829580B2

Reaction notes

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