Piperidinium acetate → HCID 86678903, compound

HRID 1620742Notes

Reaction equation

[N:1]1[CH2:6][CH2:5][CH2:4][N:3]2[C:7](=[O:10])[S:8][CH2:9][C:2]=12.[F:11][C:12]([F:33])([F:32])[C:13]1[CH:27]=[C:26]([C:28]([F:31])([F:30])[F:29])[CH:25]=[CH:24][C:14]=1[CH2:15][N:16]1[CH2:21][CH2:20][CH:19]([CH:22]=O)[CH2:18][CH2:17]1.C([O-])(=O)C.[NH2+]1CCCCC1>CC(O)C>[F:33][C:12]([F:11])([F:32])[C:13]1[CH:27]=[C:26]([C:28]([F:31])([F:30])[F:29])[CH:25]=[CH:24][C:14]=1[CH2:15][N:16]1[CH2:21][CH2:20][CH:19](/[CH:22]=[C:9]2\[S:8][C:7](=[O:10])[N:3]3[CH2:4][CH2:5][CH2:6][N:1]=[C:2]\23)[CH2:18][CH2:17]1

Participants

Conditions

Temperature: 60 °C

Procedure

To a solution of 2,3,4,8-tetrahydro[1,3]thiazolo[3,4-a]pyrimidin-6-one (0.469 g) and 1-[2,4-bis(trifluoromethyl)benzyl]piperidine-4-carbaldehyde (1.12 g) in 2-propanol (10 mL) was added piperidinium acetate (0.479 g) 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 (1.08 g).

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-ae5c4a9510154824be8f60e62097e832
Source dataset: uspto-grants-2014_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08772277B2

Reaction notes

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