Maleic Acid → HCID 178456936, compound

HRID 1620620Notes

Reaction equation

HRID 1620620 reaction equation
[CH3:1][O:2][C:3]1[CH:26]=[CH:25][C:6]([CH2:7][N:8]2[CH2:13][CH2:12][CH:11](/[CH:14]=[C:15]3/[C:16]([NH:21][CH2:22][C:23]#[CH:24])=[N:17][C:18](=[O:20])[S:19]/3)[CH2:10][CH2:9]2)=[C:5]([C:27]([F:30])([F:29])[F:28])[CH:4]=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].[CH3:1][O:2][C:3]1[CH:26]=[CH:25][C:6]([CH2:7][N:8]2[CH2:9][CH2:10][CH:11](/[CH:14]=[C:15]3/[C:16]([NH:21][CH2:22][C:23]#[CH:24])=[N:17][C:18](=[O:20])[S:19]/3)[CH2:12][CH2:13]2)=[C:5]([C:27]([F:30])([F:29])[F:28])[CH:4]=1

Participants

4

Reactant 2

HCID 444266Maleic AcidHCID 178456935HCID 178456935, compound

Product 1

HCID 178456936HCID 178456936, compoundYield 67.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

To a solution of (5Z)-5-({1-[4-methoxy-2-(trifluoromethyl)benzyl]piperidin-4-yl}methylidene)-4-(prop-2-yn-1-ylamino)-1,3-thiazol-2(5H)-one (460 mg) in ethanol (2 mL) was added a solution of maleic acid (123 mg) in ethanol (5 mL). The reaction mixture was stirred at room temperature for 2 hr, and the solvent was evaporated under reduced pressure. The residue was recrystallized from ethanol/heptane to give the title compound (393 mg).

Workup

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

Sources & evidence

ORD record
ord-a759aa083e214d7387f735cb7651a0bf
Source dataset
uspto-grants-2014_07
Patent number
US08772277B2

Reaction notes

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