2-Bromo-1-cyclopropylethan-1-one → {3-(4-Cyclopropyl-1,3-thiazol-2-yl)-5-[4-(trifluoromethoxy)phenyl]piperidin-1-yl}(morpholin-4-yl)methanone

HRID 1643136Notes

Reaction equation

HRID 1643136 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]([CH:33]1[CH2:35][CH2:34]1)=O>>[CH:33]1([C:31]2[N:27]=[C:26]([CH:11]3[CH2:12][CH:13]([C:15]4[CH:16]=[CH:17][C:18]([O:21][C:22]([F:23])([F:24])[F:25])=[CH:19][CH:20]=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:28][CH:30]=2)[CH2:35][CH2:34]1

Participants

3

Reactant 2

HCID 109208412-Bromo-1-cyclopropylethan-1-oneHCID 580023941-(Morpholin-4-ylcarbonyl)-5-[4-(trifluoromethoxy)phenyl]piperidine-3-carbothioamide

Product 1

HCID 58002217{3-(4-Cyclopropyl-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 44 mg (0.273 mmol) of 2-bromo-1-cyclopropylethanone (Tetrahedron, 43, 20 1987, 4609-4619) were reacted according to the General Method 3. Yield: 49 mg (56% of theory).

Sources & evidence

ORD record
ord-c94848eeb1d44b5ea3cddffc274eac55
Source dataset
uspto-grants-2012_02
Patent number
US08119663B2

Reaction notes

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