Fumaric Acid → HCID 178456924, compound

HRID 1620552Notes

Reaction equation

HRID 1620552 reaction equation
[Cl:1][C:2]1[CH:25]=[C:24]([C:26]([F:29])([F:28])[F:27])[CH:23]=[CH:22][C:3]=1[CH2:4][N:5]1[CH2:10][CH2:9][CH:8](/[CH:11]=[C:12]2/[C:13]([NH:18][CH2:19][C:20]#[CH:21])=[N:14][C:15](=[O:17])[S:16]/2)[CH2:7][CH2:6]1.[C:30]([OH:37])(=[O:36])/[CH:31]=[CH:32]/[C:33]([OH:35])=[O:34]>C(O)C>[C:30]([OH:37])(=[O:36])/[CH:31]=[CH:32]/[C:33]([OH:35])=[O:34].[Cl:1][C:2]1[CH:25]=[C:24]([C:26]([F:27])([F:28])[F:29])[CH:23]=[CH:22][C:3]=1[CH2:4][N:5]1[CH2:6][CH2:7][CH:8](/[CH:11]=[C:12]2/[C:13]([NH:18][CH2:19][C:20]#[CH:21])=[N:14][C:15](=[O:17])[S:16]/2)[CH2:9][CH2:10]1

Participants

4

Reactant 2

HCID 444972Fumaric AcidHCID 178456923HCID 178456923, compound

Product 1

HCID 178456924HCID 178456924, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

To a solution of (5Z)-5-({1-[2-chloro-4-(trifluoromethyl)benzyl]piperidin-4-yl}methylidene)-4-(prop-2-yn-1-ylamino)-1,3-thiazol-2(5H)-one (1.05 g) in ethanol (5 mL) was added a solution of fumaric acid (281 mg) in ethanol (15 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 (1.10 g).

Workup

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

Sources & evidence

ORD record
ord-60539b079ac14a83b523401c12638394
Source dataset
uspto-grants-2014_07
Patent number
US08772277B2

Reaction notes

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