Fumaric Acid → HCID 178456911, compound

HRID 1620517Notes

Reaction equation

HRID 1620517 reaction equation
[CH2:1]([NH:4][C:5]1=[N:6][C:7](=[O:28])[S:8]/[C:9]/1=[CH:10]\[CH:11]1[CH2:16][CH2:15][N:14]([CH2:17][C:18]2[CH:23]=[CH:22][C:21]([C:24]([F:27])([F:26])[F:25])=[CH:20][CH:19]=2)[CH2:13][CH2:12]1)[C:2]#[CH:3].[C:29]([OH:36])(=[O:35])/[CH:30]=[CH:31]/[C:32]([OH:34])=[O:33]>C(O)C>[C:29]([OH:36])(=[O:35])/[CH:30]=[CH:31]/[C:32]([OH:34])=[O:33].[CH2:1]([NH:4][C:5]1=[N:6][C:7](=[O:28])[S:8]/[C:9]/1=[CH:10]\[CH:11]1[CH2:12][CH2:13][N:14]([CH2:17][C:18]2[CH:19]=[CH:20][C:21]([C:24]([F:27])([F:25])[F:26])=[CH:22][CH:23]=2)[CH2:15][CH2:16]1)[C:2]#[CH:3]

Participants

4

Reactant 2

HCID 444972Fumaric AcidHCID 178456910HCID 178456910, compound

Product 1

HCID 178456911HCID 178456911, compoundYield 75.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

To a solution of (5Z)-4-(prop-2-yn-1-ylamino)-5-({1-[4-(trifluoromethyl)benzyl]piperidin-4-yl}methylidene)-1,3-thiazol-2(5H)-one (650 mg) in ethanol (5 mL) was added a solution of fumaric acid (189 mg) in ethanol (20 mL). The reaction mixture was stirred at room temperature for 1 hr, and the solvent was evaporated under reduced pressure. The residue was recrystallized from ethanol/heptane to give the title compound (631 mg).

Workup

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

Sources & evidence

ORD record
ord-b89bed771a6c405a8f56a6c7f9e41910
Source dataset
uspto-grants-2014_07
Patent number
US08772277B2

Reaction notes

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