Fumaric Acid → HCID 178459305, compound

HRID 1620489Notes

Reaction equation

[F:1][C:2]([F:34])([F:33])[C:3]1[CH:28]=[C:27]([C:29]([F:32])([F:31])[F:30])[CH:26]=[CH:25][C:4]=1[CH2:5][N:6]1[CH2:11][CH2:10][CH:9](/[CH:12]=[C:13]2/[C:14]([NH:19][CH2:20][C:21]([OH:24])([CH3:23])[CH3:22])=[N:15][C:16](=[O:18])[S:17]/2)[CH2:8][CH2:7]1.[C:35]([OH:42])(=[O:41])/[CH:36]=[CH:37]/[C:38]([OH:40])=[O:39]>C(O)C>[C:35]([OH:42])(=[O:41])/[CH:36]=[CH:37]/[C:38]([OH:40])=[O:39].[F:34][C:2]([F:1])([F:33])[C:3]1[CH:28]=[C:27]([C:29]([F:31])([F:32])[F:30])[CH:26]=[CH:25][C:4]=1[CH2:5][N:6]1[CH2:7][CH2:8][CH:9](/[CH:12]=[C:13]2/[C:14]([NH:19][CH2:20][C:21]([OH:24])([CH3:23])[CH3:22])=[N:15][C:16](=[O:18])[S:17]/2)[CH2:10][CH2:11]1

Participants

Conditions

Temperature: 80 °C

Procedure

To a solution of (5Z)-5-({1-[2,4-bis(trifluoromethyl)benzyl]piperidin-4-yl}methylidene)-4-[(2-hydroxy-2-methylpropyl)amino]-1,3-thiazol-2(5H)-one (898 mg) in ethanol (10 mL) was added a solution of fumaric acid (205 mg) in ethanol (5 mL), and the reaction mixture was stirred at 80° C. for 30 min. The solvent was evaporated under reduced pressure, and the residue was recrystallized from ethanol/heptane to give the title compound (790 mg).

Workup

customThe solvent was evaporated under reduced pressure
customthe residue was recrystallized from ethanol/heptane

Sources & evidence

ORD record: ord-ab8da7aed2f4453ebdc977a63c286cfd
Source dataset: uspto-grants-2014_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08772277B2

Reaction notes

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