Hydrochloric Acid → HCID 86609459, compound

HRID 1171716Notes

Reaction equation

HRID 1171716 reaction equation
[CH:1]1([C:4](=[O:33])[CH:5]([N:13]2[CH2:18][CH2:17][CH:16]([SH:19])/[C:15](=[CH:20]\[C:21]3[CH:25]=[CH:24][N:23]([CH2:26][CH2:27][C:28]([O:30]CC)=[O:29])[N:22]=3)/[CH2:14]2)[C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=2[F:12])[CH2:3][CH2:2]1.[ClH:34]>C(#N)C>[ClH:34].[C:28]([CH2:27][CH2:26][N:23]1[CH:24]=[CH:25][C:21](/[CH:20]=[C:15]2/[CH2:14][N:13]([CH:5]([C:6]3[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=3[F:12])[C:4]([CH:1]3[CH2:3][CH2:2]3)=[O:33])[CH2:18][CH2:17][CH:16]/2[SH:19])=[N:22]1)([OH:30])=[O:29]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86609461HCID 86609461, compound

Product 1

HCID 86609459HCID 86609459, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

(Z)-1-[2-Cyclopropyl-1-(2-fluorophenyl)-2-oxoethyl]-3-({1-[2-(ethoxycarbonyl)ethyl]-1H-pyrazol-3-yl}methylidene)-4-sulfanylpiperidine (the free base described in Example 171, 158 mg) was treated with 3N hydrochloric acid (5 ml) at 50° C. for 2 hours. The mixture 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, 35/65, v/v) to afford the title compound (156.6 mg, yield: 97%) as a colourless amorphous solid.

Workup

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

Sources & evidence

ORD record
ord-644bd81097374ad4ad0a70724861a2d8
Source dataset
uspto-grants-2010_11
Patent number
US07829580B2

Reaction notes

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