Hydrochloric Acid → HCID 86609434, compound

HRID 1171686Notes

Reaction equation

HRID 1171686 reaction equation
[ClH:1].[CH:2]1([C:5](=[O:33])[CH:6]([N:14]2[CH2:19][CH2:18][CH:17]([SH:20])/[C:16](=[CH:21]\[C:22]3[CH:26]=[CH:25][N:24]([CH2:27][C:28]([O:30]CC)=[O:29])[N:23]=3)/[CH2:15]2)[C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=2[F:13])[CH2:4][CH2:3]1.Cl>C(#N)C>[ClH:1].[C:28]([CH2:27][N:24]1[CH:25]=[CH:26][C:22](/[CH:21]=[C:16]2/[CH2:15][N:14]([CH:6]([C:7]3[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=3[F:13])[C:5]([CH:2]3[CH2:3][CH2:4]3)=[O:33])[CH2:19][CH2:18][CH:17]/2[SH:20])=[N:23]1)([OH:30])=[O:29]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86609436HCID 86609436, compound

Product 1

HCID 86609434HCID 86609434, compoundYield 77.9%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
60 °C

Procedure

To a solution of (Z)-1-[2-cyclopropyl-1-(2-fluorophenyl)-2-oxoethyl]-3-{[1-(ethoxycarbonylmethyl)-1H-pyrazol-3-yl]methylidene}-4-sulfanylpiperidine hydrochloride (309 mg) was added 3N hydrochloric acid (10 ml), and the mixture was stirred at 60° C. for 1 hour. After the mixture was concentrated under reduced pressure, the residue was purified by preparative HPLC (YMC-Pack ODS-A; YMC, eluent: acetonitrile/0.024 N hydrochloric acid, 40/60, v/v) to afford the title compound (227 mg, yield: 67%) as a colourless crystalline solid.

Workup

  1. concentrationAfter the mixture was concentrated under reduced pressure
  2. customthe residue was purified by preparative HPLC (YMC-Pack ODS-A

Sources & evidence

ORD record
ord-48f9c3d460bc419fbe28137450b166a3
Source dataset
uspto-grants-2010_11
Patent number
US07829580B2

Reaction notes

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