Piperidinium acetate → HCID 178484596, compound

HRID 1620768Notes

Reaction equation

[OH:1][C:2]1([C@H:5]([NH:11][C:12]2[CH2:16][S:15][C:14](=[O:17])[N:13]=2)[C:6]([N:8]([CH3:10])[CH3:9])=[O:7])[CH2:4][CH2:3]1.[F:18][C:19]([F:40])([F:39])[C:20]1[CH:34]=[C:33]([C:35]([F:38])([F:37])[F:36])[CH:32]=[CH:31][C:21]=1[CH2:22][N:23]1[CH2:28][CH2:27][CH:26]([CH:29]=O)[CH2:25][CH2:24]1.C([O-])(=O)C.[NH2+]1CCCCC1>CC(O)C>[F:40][C:19]([F:18])([F:39])[C:20]1[CH:34]=[C:33]([C:35]([F:38])([F:37])[F:36])[CH:32]=[CH:31][C:21]=1[CH2:22][N:23]1[CH2:28][CH2:27][CH:26](/[CH:29]=[C:16]2/[C:12]([NH:11][C@@H:5]([C:2]3([OH:1])[CH2:3][CH2:4]3)[C:6]([N:8]([CH3:10])[CH3:9])=[O:7])=[N:13][C:14](=[O:17])[S:15]/2)[CH2:25][CH2:24]1

Participants

Conditions

Temperature: 60 °C

Procedure

To a solution of (2S)-2-(1-hydroxycyclopropyl)-N,N-dimethyl-2-[(2-oxo-2,5-dihydro-1,3-thiazol-4-yl)amino]ethanamide (13 mg) and 1-[2,4-bis(trifluoromethyl)benzyl]piperidine-4-carbaldehyde (17 mg) in 2-propanol (1 mL) was added piperidinium acetate (7 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, methanol/ethyl acetate) to give the title compound (10 mg).

Workup

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

Sources & evidence

ORD record: ord-b5ec7a8c00d2448da5f5e4d70336b450
Source dataset: uspto-grants-2014_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08772277B2

Reaction notes

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