Maleic Acid → HCID 178525530, compound

HRID 1620593Notes

Reaction equation

[F:1][C:2]([F:35])([F:34])[C:3]1[CH:29]=[C:28]([C:30]([F:33])([F:32])[F:31])[CH:27]=[CH:26][C:4]=1[CH2:5][N:6]1[CH2:11][CH2:10][CH:9](/[CH:12]=[C:13]2/[C:14]([NH:19][CH2:20][C:21]#[C:22][CH:23]3[CH2:25][CH2:24]3)=[N:15][C:16](=[O:18])[S:17]/2)[CH2:8][CH2:7]1.[C:36]([OH:43])(=[O:42])/[CH:37]=[CH:38]\[C:39]([OH:41])=[O:40]>C(O)C>[C:36]([OH:43])(=[O:42])/[CH:37]=[CH:38]\[C:39]([OH:41])=[O:40].[F:35][C:2]([F:1])([F:34])[C:3]1[CH:29]=[C:28]([C:30]([F:32])([F:33])[F:31])[CH:27]=[CH:26][C:4]=1[CH2:5][N:6]1[CH2:7][CH2:8][CH:9](/[CH:12]=[C:13]2/[C:14]([NH:19][CH2:20][C:21]#[C:22][CH:23]3[CH2:24][CH2:25]3)=[N:15][C:16](=[O:18])[S:17]/2)[CH2:10][CH2:11]1

Participants

Conditions

Temperature: 80 °C

Procedure

To a solution of (5Z)-5-({1-[2,4-bis(trifluoromethyl)benzyl]piperidin-4-yl}methylidene)-4-[(3-cyclopropylprop-2-yn-1-yl)amino]-1,3-thiazol-2(5H)-one (1.11 g) in ethanol (15 mL) was added maleic acid (0.25 g). The reaction mixture was stirred at 80° C. for 20 min, the solvent was evaporated under reduced pressure, and the residue was recrystallized from ethanol/heptane to give the title compound (1.10 g).

Workup

customthe solvent was evaporated under reduced pressure
customthe residue was recrystallized from ethanol/heptane

Sources & evidence

ORD record: ord-ee438360f06a4b07bd724f661b305495
Source dataset: uspto-grants-2014_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08772277B2

Reaction notes

Loading…