Hydrochloric Acid → HCID 23139213, compound

HRID 1171735Notes

Reaction equation

HRID 1171735 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:23]=[N:24][N:25]([CH2:27][CH2:28][CH2:29][C:30]([O:32]CC)=[O:31])[N:26]=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:30]([CH2:29][CH2:28][CH2:27][N:25]1[N:24]=[N:23][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:26]1)([OH:32])=[O:31]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 23138591HCID 23138591, compound

Product 1

HCID 23139213HCID 23139213, compoundYield 99.1%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

(E)-1-[2-Cyclopropyl-1-(2-fluorophenyl)-2-oxoethyl]-3-({2-[3-(ethoxycarbonyl)propyl]-2H-tetrazol-5-yl}methylidene}-4-sulfanylpiperidine hydrochloride (854 mg) was treated with 3 N aqueous hydrochloric acid solution (16 ml) at 50° C. for one hour in a similar manner to that described in Example 134. The reaction mixture was concentrated in vacuo, and the residue was purified by preparative HPLC (YMC-Pack ODS-A; YMC, eluent: acetonitrile/0.024 N aqueous hydrochloric acid, 30/70 to 35/65, v/v) to afford the title compound as a colourless amorphous solid (801 mg, yield: 99%).

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. customthe residue was purified by preparative HPLC (YMC-Pack ODS-A

Sources & evidence

ORD record
ord-4b219a3e40184c7990ca46f2baf38ad3
Source dataset
uspto-grants-2010_11
Patent number
US07829580B2

Reaction notes

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