L-Tartaric acid → HCID 178456920, compound

HRID 1620684Notes

Reaction equation

[F:1][C:2]([F:32])([F:31])[C:3]1[CH:26]=[C:25]([C:27]([F:30])([F:29])[F:28])[CH:24]=[CH:23][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]#[CH:22])=[N:15][C:16](=[O:18])[S:17]/2)[CH2:8][CH2:7]1.[C:33]([OH:42])(=[O:41])[C@@H:34]([C@H:36]([C:38]([OH:40])=[O:39])[OH:37])[OH:35]>C(O)C>[C:38]([CH:36]([CH:34]([C:33]([OH:42])=[O:41])[OH:35])[OH:37])([OH:40])=[O:39].[F:32][C:2]([F:1])([F:31])[C:3]1[CH:26]=[C:25]([C:27]([F:29])([F:30])[F:28])[CH:24]=[CH:23][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]#[CH:22])=[N:15][C:16](=[O:18])[S:17]/2)[CH2:10][CH2:11]1

Participants

Conditions

Temperature: 60 °C

Procedure

To a solution of (5Z)-5-({1-[2,4-bis(trifluoromethyl)benzyl]piperidin-4-yl}methylidene)-4-(prop-2-yn-1-ylamino)-1,3-thiazol-2(5H)-one (1 g) in ethanol (15 mL) was added L-(+)-tartaric acid (0.32 g). The reaction mixture was stirred at 60° C. for 20 min, the solvent was evaporated under reduced pressure, and the residue was recrystallized from 2-propanol/heptane to give the title compound (1.14 g).

Workup

customthe solvent was evaporated under reduced pressure
customthe residue was recrystallized from 2-propanol/heptane

Sources & evidence

ORD record: ord-cd4125ea36644e5f941e29f9f6fc0331
Source dataset: uspto-grants-2014_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08772277B2

Reaction notes

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