Fumaric Acid → HCID 178482471, compound

HRID 1620520Notes

Reaction equation

HRID 1620520 reaction equation
[F:1][C:2]([F:30])([F:29])[C:3]1[CH:24]=[C:23]([C:25]([F:28])([F:27])[F:26])[CH:22]=[CH:21][C:4]=1[CH2:5][N:6]1[CH2:11][CH2:10][CH:9](/[CH:12]=[C:13]2/[C:14]([NH:19][CH3:20])=[N:15][C:16](=[O:18])[S:17]/2)[CH2:8][CH2:7]1.[C:31]([OH:38])(=[O:37])/[CH:32]=[CH:33]/[C:34]([OH:36])=[O:35]>C(O)C>[C:31]([OH:38])(=[O:37])/[CH:32]=[CH:33]/[C:34]([OH:36])=[O:35].[F:30][C:2]([F:1])([F:29])[C:3]1[CH:24]=[C:23]([C:25]([F:27])([F:28])[F:26])[CH:22]=[CH:21][C:4]=1[CH2:5][N:6]1[CH2:11][CH2:10][CH:9](/[CH:12]=[C:13]2/[C:14]([NH:19][CH3:20])=[N:15][C:16](=[O:18])[S:17]/2)[CH2:8][CH2:7]1

Participants

4

Reactant 2

HCID 444972Fumaric AcidHCID 178482470HCID 178482470, compound

Product 1

HCID 178482471HCID 178482471, compoundYield 68.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

To a solution of (5Z)-5-({1-[2,4-bis(trifluoromethyl)benzyl]piperidin-4-yl}methylidene)-4-(methylamino)-1,3-thiazol-2(5H)-one (765 mg) in ethanol (15 mL) was added a solution of fumaric acid (197 mg) in ethanol (45 mL). The reaction mixture was stirred at room temperature for 1 hr, the solvent was evaporated under reduced pressure, and the residue was washed with ethyl acetate. The obtained powder was recrystallized from ethanol/heptane to give the title compound (662 mg).

Workup

  1. customthe solvent was evaporated under reduced pressure
  2. washthe residue was washed with ethyl acetate
  3. customThe obtained powder was recrystallized from ethanol/heptane

Sources & evidence

ORD record
ord-19bd6cf1c467445dbf92355161e552ef
Source dataset
uspto-grants-2014_07
Patent number
US08772277B2

Reaction notes

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