Acetonitrile → HCID 23138606, compound

HRID 1171738Notes

Reaction equation

HRID 1171738 reaction equation
[ClH:1].[CH:2]1([C:5](=[O:35])[CH:6]([N:14]2[CH2:19][CH2:18][CH:17]([SH:20])/[C:16](=[CH:21]/[C:22]3[N:26]([CH2:27][CH2:28][CH2:29][C:30]([O:32]CC)=[O:31])[N:25]=[N:24][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.C(#N)C>Cl>[ClH:1].[C:30]([CH2:29][CH2:28][CH2:27][N:26]1[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[CH2:4][CH2:3]3)=[O:35])[CH2:19][CH2:18][CH:17]\2[SH:20])=[N:23][N:24]=[N:25]1)([OH:32])=[O:31]

Participants

4

Reactant 2

HCID 6342AcetonitrileHCID 23139024HCID 23139024, compound

Product 1

HCID 23138606HCID 23138606, compoundYield 72%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of (E)-1-[2-cyclopropyl-1-(2-fluorophenyl)-2-oxoethyl]-3-({1-[3-(ethoxycarbonyl)propyl]-1H-tetrazol-5-yl}methylidene)-4-sulfanylpiperidine hydrochloride (134 mg) in 3 N HCl (4 ml) was stirred at 50° C. for 2 hours. The solvent and excess HCl were removed in vacuo, and the residue was purified by preparative HPLC (YMC-Pack ODS-A; YMC, eluent: acetonitrile/0.024 N aqueous HCl, 30/70, v/v) to afford the title compound as a colourless amorphous solid (91 mg, yield: 72%).

Workup

  1. customThe solvent and excess HCl were removed in vacuo
  2. customthe residue was purified by preparative HPLC (YMC-Pack ODS-A

Sources & evidence

ORD record
ord-ee72c792bd0349f7bab304f0b2c301b5
Source dataset
uspto-grants-2010_11
Patent number
US07829580B2

Reaction notes

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