Fumaric Acid → HCID 178456927, compound

HRID 1620502Notes

Reaction equation

HRID 1620502 reaction equation
[Cl:1][C:2]1[CH:25]=[CH:24][C:5]([CH2:6][N:7]2[CH2:12][CH2:11][CH:10](/[CH:13]=[C:14]3/[C:15]([NH:20][CH2:21][C:22]#[CH:23])=[N:16][C:17](=[O:19])[S:18]/3)[CH2:9][CH2:8]2)=[C:4]([C:26]([F:29])([F:28])[F:27])[CH:3]=1.[C:30]([OH:37])(=[O:36])/[CH:31]=[CH:32]/[C:33]([OH:35])=[O:34]>C(OCC)(=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]=[CH:24][C:5]([CH2:6][N:7]2[CH2:8][CH2:9][CH:10](/[CH:13]=[C:14]3/[C:15]([NH:20][CH2:21][C:22]#[CH:23])=[N:16][C:17](=[O:19])[S:18]/3)[CH2:11][CH2:12]2)=[C:4]([C:26]([F:29])([F:27])[F:28])[CH:3]=1

Participants

4

Reactant 2

HCID 444972Fumaric AcidHCID 178456926HCID 178456926, compound

Product 1

HCID 178456927HCID 178456927, compoundYield 83.1%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a solution of (5Z)-5-({1-[4-chloro-2-(trifluoromethyl)benzyl]piperidin-4-yl}methylidene)-4-(prop-2-yn-1-ylamino)-1,3-thiazol-2(5H)-one (1.04 g) in ethyl acetate (11.8 mL) was added fumaric acid (273 mg). The reaction mixture was stirred at room temperature for 30 min, and the solvent was evaporated under reduced pressure. The residue was recrystallized from ethanol/heptane to give the title compound (1.09 g).

Workup

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

Sources & evidence

ORD record
ord-7149200511564365b127909a6aa3cc2b
Source dataset
uspto-grants-2014_07
Patent number
US08772277B2

Reaction notes

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