Lawesson's reagent → Morpholin-4-yl {3-(5-phenyl-1,3,4-thiadiazol-2-yl)-5-[4-(trifluoromethoxy)phenyl]piperidin-1-yl}-methanone

HRID 1643145Notes

Reaction equation

HRID 1643145 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]([NH:28][NH:29][C:30]([C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=3)=O)=O)[CH2:10]2)=[O:8])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:47])=CC=1>>[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]3[S:47][C:30]([C:32]4[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=4)=[N:29][N:28]=3)[CH2:10]2)=[O:8])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 87949Lawesson's reagentHCID 580026661-(Morpholin-4-ylcarbonyl)-N'-(phenylcarbonyl)-5-[4-(trifluoromethoxy)phenyl]piperidine-3-carbohydrazide

Product 1

HCID 58002639Morpholin-4-yl {3-(5-phenyl-1,3,4-thiadiazol-2-yl)-5-[4-(trifluoromethoxy)phenyl]piperidin-1-yl}-methanone

Procedure

132 mg (0.239 mmol) of the compound from Example 123A and 193 mg (0.478 mmol) of Lawesson reagent were reacted according to the General Method 9. Yield: 40 mg (32% of theory)

Sources & evidence

ORD record
ord-a3e1c2c8058847bd9faaa78e962c6ab9
Source dataset
uspto-grants-2012_02
Patent number
US08119663B2

Reaction notes

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