Hydrochloric Acid → HCID 23138900, compound

HRID 1171712Notes

Reaction equation

HRID 1171712 reaction equation
C(=O)([O-])[O-].[K+].[K+].C([S:10][CH:11]1[CH2:16][CH2:15][N:14]([CH:17]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=2[F:29])[C:18]([CH:20]2[CH2:22][CH2:21]2)=[O:19])[CH2:13]/[C:12]/1=[CH:30]\[C:31]1[CH:35]=[CH:34][N:33]([CH2:36][C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][N:38]=2)[N:32]=1)(=O)C.[ClH:43].C(#N)C>CO>[ClH:43].[ClH:43].[CH:20]1([C:18](=[O:19])[CH:17]([N:14]2[CH2:15][CH2:16][CH:11]([SH:10])/[C:12](=[CH:30]/[C:31]3[CH:35]=[CH:34][N:33]([CH2:36][C:37]4[CH:42]=[CH:41][CH:40]=[CH:39][N:38]=4)[N:32]=3)/[CH2:13]2)[C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=2[F:29])[CH2:22][CH2:21]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 6342AcetonitrileHCID 11430Potassium CarbonateHCID 86609458HCID 86609458, compound

Product 1

HCID 23138900HCID 23138900, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Potassium carbonate (39 mg) was added to a solution of (E)-4-(acetylsulfanyl)-1-[2-cyclopropyl-1-(2-fluorophenyl)-2-oxoethyl]-3-({1-[(2-pyridyl)methyl]-1H-pyrazol-3-yl}methylidene)piperidine (140 mg) in methanol (5 ml). After stirring for 0.5 hour, 1N hydrochloric acid (3 ml) was added to the mixture. The mixture was filtered using a membrane filter. The filtrate was concentrated under reduced pressure and the residue was purified by preparative HPLC (YMC-Pack ODS-A; YMC, eluent: acetonitrile/0.024 N hydrochloric acid, 25/75, v/v) to afford the title compound (120 mg, yield: 80%) as a yellow amorphous solid.

Workup

  1. filtrationThe mixture was filtered
  2. filtrationfilter
  3. concentrationThe filtrate was concentrated under reduced pressure
  4. customthe residue was purified by preparative HPLC (YMC-Pack ODS-A

Sources & evidence

ORD record
ord-bdb1b995fa404740baf00d24ecece704
Source dataset
uspto-grants-2010_11
Patent number
US07829580B2

Reaction notes

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