Fumaric Acid → HCID 86678666, compound

HRID 1620474Notes

Reaction equation

HRID 1620474 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]([N:19]3[CH2:23][CH2:22][CH:21]([OH:24])[CH2:20]3)=[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:33][C:2]([F:1])([F:34])[C:3]1[CH:28]=[C:27]([C:29]([F:30])([F:31])[F:32])[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]([N:19]3[CH2:23][CH2:22][CH:21]([OH:24])[CH2:20]3)=[N:15][C:16](=[O:18])[S:17]/2)[CH2:10][CH2:11]1

Participants

4

Reactant 2

HCID 444972Fumaric AcidHCID 86678667HCID 86678667, compound

Product 1

HCID 86678666HCID 86678666, compoundYield 42.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

To a solution of (5Z)-5-({1-[2,4-bis(trifluoromethyl)benzyl]piperidin-4-yl}methylidene)-4-(3-hydroxypyrrolidin-1-yl)-1,3-thiazol-2(5H)-one (67.3 mg) in ethanol (2 mL) was added fumaric acid (15.4 mg). The reaction mixture was stirred at 80° C. for 1 hr, the solvent was evaporated under reduced pressure, and the residue was recrystallized from ethanol/ethyl acetate to give the title compound (35 mg).

Workup

  1. customthe solvent was evaporated under reduced pressure
  2. customthe residue was recrystallized from ethanol/ethyl acetate

Sources & evidence

ORD record
ord-52b24a1fb9e94e98b3c6b2ec742b25bf
Source dataset
uspto-grants-2014_07
Patent number
US08772277B2

Reaction notes

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