1-Bromo-4-methyl-2-pentanone → {3-[4-(2-Methylpropyl)-1,3-thiazol-2-yl]-5-[4-(trifluoromethoxy)phenyl]piperidin-1-yl}(morpholin-4-yl)methanone

HRID 1643135Notes

Reaction equation

HRID 1643135 reaction equation
[N:1]1([C:7]([N:9]2[CH2:14][CH:13]([C:15]3[CH:20]=[CH:19][C:18]([O:21][C:22]([F:25])([F:24])[F:23])=[CH:17][CH:16]=3)[CH2:12][CH:11]([C:26](=[S:28])[NH2:27])[CH2:10]2)=[O:8])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.Br[CH2:30][C:31](=O)[CH2:32][CH:33]([CH3:35])[CH3:34]>>[CH3:34][CH:33]([CH3:35])[CH2:32][C:31]1[N:27]=[C:26]([CH:11]2[CH2:12][CH:13]([C:15]3[CH:16]=[CH:17][C:18]([O:21][C:22]([F:23])([F:24])[F:25])=[CH:19][CH:20]=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:28][CH:30]=1

Participants

3

Reactant 2

HCID 110844641-Bromo-4-methyl-2-pentanoneHCID 580023941-(Morpholin-4-ylcarbonyl)-5-[4-(trifluoromethoxy)phenyl]piperidine-3-carbothioamide

Product 1

HCID 58002179{3-[4-(2-Methylpropyl)-1,3-thiazol-2-yl]-5-[4-(trifluoromethoxy)phenyl]piperidin-1-yl}(morpholin-4-yl)methanone

Procedure

100 mg (about 0.182 mmol) of the compound from Example 115A and 49 mg (0.273 mmol) of 1-bromo-4-methylpentan-2-one (J. Org. Chem., 19, 2005, 4141-4153) were reacted according to the General Method 3. Yield: 50 mg (55% of theory).

Sources & evidence

ORD record
ord-d52b859ab1d247a2910f8a81b0daf10d
Source dataset
uspto-grants-2012_02
Patent number
US08119663B2

Reaction notes

Loading…