Hydrochloric Acid → HCID 23138573, compound

HRID 1171679Notes

Reaction equation

HRID 1171679 reaction equation
C([S:4][CH:5]1[CH2:10][CH2:9][N:8]([CH:11]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=2[F:23])[C:12]([CH:14]2[CH2:16][CH2:15]2)=[O:13])[CH2:7]/[C:6]/1=[CH:24]\[C:25]1[CH:30]=[N:29][CH:28]=[CH:27][N:26]=1)(=O)C.[ClH:31].C(#N)C>C(O)C>[ClH:31].[CH:14]1([C:12](=[O:13])[CH:11]([N:8]2[CH2:9][CH2:10][CH:5]([SH:4])/[C:6](=[CH:24]/[C:25]3[CH:30]=[N:29][CH:28]=[CH:27][N:26]=3)/[CH2:7]2)[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=2[F:23])[CH2:16][CH2:15]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 6342AcetonitrileHCID 86609430HCID 86609430, compound

Product 1

HCID 23138573HCID 23138573, compoundYield 60%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

(E)-4-(Acetylsulfanyl)-1-[2-cyclopropyl-1-(2-fluorophenyl)-2-oxoethyl]-3-[(pyrazin-2-yl)methylidene]piperidine (Example 31, free base, 540 mg) was treated with hydrogen chloride in ethanol in a similar manner to that described in Example 133, and the crude product 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 (295 mg, yield: 60%) as a colourless amorphous solid.

Workup

  1. customthe crude product was purified by preparative HPLC (YMC-Pack ODS-A

Sources & evidence

ORD record
ord-e8af2066996f4774bfcf4f91d74f8793
Source dataset
uspto-grants-2010_11
Patent number
US07829580B2

Reaction notes

Loading…