Hydrochloric Acid → HCID 86609472, compound

HRID 1171730Notes

Reaction equation

HRID 1171730 reaction equation
[ClH:1].C([S:5][C@@H:6]1[CH2:11][CH2:10][N:9]([CH:12]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=2[F:23])[C:13]([O:15][CH3:16])=[O:14])[CH2:8]/[C:7]/1=[CH:24]\[C:25]1[CH:29]=[CH:28][N:27]([CH2:30][CH2:31][C:32]([O:34][CH2:35][CH3:36])=[O:33])[N:26]=1)(=O)C>CO>[ClH:1].[F:23][C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=1[CH:12]([N:9]1[CH2:10][CH2:11][C@@H:6]([SH:5])/[C:7](=[CH:24]/[C:25]2[CH:29]=[CH:28][N:27]([CH2:30][CH2:31][C:32]([O:34][CH2:35][CH3:36])=[O:33])[N:26]=2)/[CH2:8]1)[C:13]([O:15][CH3:16])=[O:14]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86609474HCID 86609474, compound

Product 1

HCID 86609472HCID 86609472, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
0 °C

Procedure

Hydrogen chloride was passed through a solution of (4R)-(E)-4-(acetylsulfanyl)-1-[(1RS)-1-(2-fluorophenyl)-2-methoxy-2-oxoethyl]-3-({1-[2-(ethoxycarbonyl)ethyl]-1H-pyrazol-3-yl}methylidene)piperidine (223.8 mg) in methanol (6 ml) while stirring at 0° C. and the sealed mixture was stirred at room temperature for 7 hours. The solvent and excess hydrogen chloride were evaporated under reduced pressure and the residue was purified by silica gel chromatography using methanol and dichloromethane (3:97 to 15:85, v/v) as eluents to afford the title compound (213.9 mg, yield: 99%) as a colourless amorphous solid.

Workup

  1. stirringthe sealed mixture was stirred at room temperature for 7 hours
  2. customThe solvent and excess hydrogen chloride were evaporated under reduced pressure
  3. customthe residue was purified by silica gel chromatography

Sources & evidence

ORD record
ord-70163ee962f44b3b9209477ab021e0bf
Source dataset
uspto-grants-2010_11
Patent number
US07829580B2

Reaction notes

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