Hydrochloric Acid → HCID 23138832, compound

HRID 1171672Notes

Reaction equation

[ClH:1].[CH:2]1([C:5](=[O:34])[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][C:29]([O:31]CC)=[O:30])[N:25]=[N:24][CH: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: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:34])[CH2:19][CH2:18][CH:17]\2[SH:20])=[CH:23][N:24]=[N:25]1)([OH:31])=[O:30]

Participants

Conditions

Temperature: 50 °C

Procedure

To (E)-1-[2-cyclopropyl-1-(2-fluorophenyl)-2-oxoethyl]-3-({1-[2-(ethoxycarbonyl)ethyl]-1H-1,2,3-triazol-5-yl}methylidene)-4-sulfanylpiperidine hydrochloride (500 mg) was added 3 N aqueous hydrochloric acid solution (20 ml) and the resulting mixture was stirred at 50° C. for 3 hours. After the reaction mixture was concentrated under reduced pressure, the residue was purified using preparative HPLC [YMC-Pack ODS-A; YMC, eluent: acetonitrile/0.024 N aqueous hydrochloric acid solution (25:75, v/v)] to afford the title compound (410 mg, yield: 87%) as a pale colourless amorphous solid.

Workup

concentrationAfter the reaction mixture was concentrated under reduced pressure
customthe residue was purified

Sources & evidence

ORD record: ord-b400d3e93b6e4939be2c6f5bc31175e9
Source dataset: uspto-grants-2010_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07829580B2

Reaction notes

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