Piperidinium acetate → HCID 86678897, compound

HRID 1620737Notes

Reaction equation

[N:1]1[CH2:2][CH2:3][N:4]2[C:8]=1[CH2:7][S:6][C:5]2=[O:9].[F:10][C:11]([F:32])([F:31])[C:12]1[CH:26]=[C:25]([C:27]([F:30])([F:29])[F:28])[CH:24]=[CH:23][C:13]=1[CH2:14][N:15]1[CH2:20][CH2:19][CH:18]([CH:21]=O)[CH2:17][CH2:16]1.C([O-])(=O)C.[NH2+]1CCCCC1>CC(O)C>[F:32][C:11]([F:10])([F:31])[C:12]1[CH:26]=[C:25]([C:27]([F:30])([F:29])[F:28])[CH:24]=[CH:23][C:13]=1[CH2:14][N:15]1[CH2:20][CH2:19][CH:18](/[CH:21]=[C:7]2/[C:8]3[N:4]([CH2:3][CH2:2][N:1]=3)[C:5](=[O:9])[S:6]/2)[CH2:17][CH2:16]1

Participants

Conditions

Temperature: 60 °C

Procedure

To a solution of 2,7-dihydro-3H-imidazo[1,2-c][1,3]thiazol-5-one (260 mg) and 1-[2,4-bis(trifluoromethyl)benzyl]piperidine-4-carbaldehyde (620 mg) in 2-propanol (5 mL) was added piperidinium acetate (292 mg) at room temperature. The reaction mixture was stirred at 60° C. overnight, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (NH, ethyl acetate/hexane) and recrystallized from heptane to give the title compound (140 mg).

Workup

customthe solvent was evaporated under reduced pressure
customThe residue was purified by silica gel column chromatography (NH, ethyl acetate/hexane)
customrecrystallized from heptane

Sources & evidence

ORD record: ord-e97be0097f394c1599a0b3f61ab710f1
Source dataset: uspto-grants-2014_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08772277B2

Reaction notes

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