Fumaric Acid → HCID 178525528, compound

HRID 1620529Notes

Reaction equation

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

Participants

Conditions

Temperature: 80 °C

Procedure

To a solution of (5Z)-5-({1-[2,4-bis(trifluoromethyl)benzyl]piperidin-4-yl}methylidene)-4-(oxetan-3-ylamino)-1,3-thiazol-2(5H)-one (1.5 g) in ethanol (10 mL) was added a solution of fumaric acid (353 mg) in ethanol (10 mL). The reaction mixture was stirred at 80° C. for min, the solvent was evaporated under reduced pressure, and the residue was recrystallized from ethanol/heptane to give the title compound (1.22 g).

Workup

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

Sources & evidence

ORD record: ord-eaf5f78d97c54f0cb4e66c2c35c3f33b
Source dataset: uspto-grants-2014_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08772277B2

Reaction notes

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