1-(Morpholin-4-ylcarbonyl)-5-[4-(trifluoromethyl)phenyl]piperidine-3-carbothioamide → 4-({3-[4-(4-Methylpyridin-3-yl)-1,3-thiazol-2-yl]-5-[4-(trifluoromethyl)phenyl]piperidin-1-yl}carbonyl)morpholine

HRID 1642931Notes

Reaction equation

HRID 1642931 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.Cl.Br[CH2:30][C:31]([C:33]1[CH:34]=[N:35][CH:36]=[CH:37][C:38]=1[CH3:39])=O>>[CH3:39][C:38]1[CH:37]=[CH:36][N:35]=[CH:34][C:33]=1[C:31]1[N:26]=[C:25]([CH:11]2[CH2:12][CH:13]([C:15]3[CH:20]=[CH:19][C:18]([C:21]([F:22])([F:23])[F:24])=[CH:17][CH:16]=3)[CH2:14][N:9]([C:7]([N:1]3[CH2:6][CH2:5][O:4][CH2:3][CH2:2]3)=[O:8])[CH2:10]2)[S:27][CH:30]=1

Participants

3

Reactant 2

HCID 580023191-(Morpholin-4-ylcarbonyl)-5-[4-(trifluoromethyl)phenyl]piperidine-3-carbothioamideHCID 866368892-Bromo-1-(4-methylpyridin-3-yl)ethanone hydrochloride

Product 1

HCID 580022684-({3-[4-(4-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 67 mg (0.269 mmol) of 2-bromo-1-(4-methylpyridin-3-yl)ethanone hydrochloride were reacted according to the General Method 3. Yield: 13 mg (12% of theory).

Sources & evidence

ORD record
ord-9b88df79a7a54c60a72bff81a86dff3a
Source dataset
uspto-grants-2012_02
Patent number
US08119663B2

Reaction notes

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