2-Bromo-1-(6-methylpyridin-3-yl)ethanone → 4-({3-[4-(6-Methylpyridin-3-yl)-1,3-thiazol-2-yl]-5-[4-(trifluoromethyl)phenyl]piperidin-1-yl}-carbonyl)morpholine

HRID 1642933Notes

Reaction equation

HRID 1642933 reaction equation
[N:1]1([C:7]([N:9]2[CH2:14][CH:13]([C:15]3[CH:20]=[CH:19][C:18]([C:21]([F:24])([F:23])[F:22])=[CH:17][CH:16]=3)[CH2:12][CH:11]([C:25](=[S:27])[NH2:26])[CH2:10]2)=[O:8])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.Br[CH2:29][C:30]([C:32]1[CH:33]=[N:34][C:35]([CH3:38])=[CH:36][CH:37]=1)=O>>[CH3:38][C:35]1[N:34]=[CH:33][C:32]([C:30]2[N:26]=[C:25]([CH:11]3[CH2:12][CH:13]([C:15]4[CH:20]=[CH:19][C:18]([C:21]([F:22])([F:23])[F:24])=[CH:17][CH:16]=4)[CH2:14][N:9]([C:7]([N:1]4[CH2:6][CH2:5][O:4][CH2:3][CH2:2]4)=[O:8])[CH2:10]3)[S:27][CH:29]=2)=[CH:37][CH:36]=1

Participants

3

Reactant 2

HCID 454805122-Bromo-1-(6-methylpyridin-3-yl)ethanoneHCID 580023191-(Morpholin-4-ylcarbonyl)-5-[4-(trifluoromethyl)phenyl]piperidine-3-carbothioamide

Product 1

HCID 580025154-({3-[4-(6-Methylpyridin-3-yl)-1,3-thiazol-2-yl]-5-[4-(trifluoromethyl)phenyl]piperidin-1-yl}-carbonyl)morpholine

Procedure

100 mg (0.224 mmol) of 1-(morpholin-4-ylcarbonyl)-5-[4-(trifluoromethyl)phenyl]piperidine-3-carbothioamide (Example 53A) and 58 mg (0.269 mmol) of 2-bromo-1-(6-methylpyridin-3-yl)ethanone were reacted according to the General Method 3. Yield: 18 mg (15% of theory)

Sources & evidence

ORD record
ord-0e63eeb3e5fc4cd49fe2fff39aa9ab60
Source dataset
uspto-grants-2012_02
Patent number
US08119663B2

Reaction notes

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