4-Morpholinecarbonyl chloride → Methyl 1-(morpholin-4-ylcarbonyl)-5-[4-(trifluoromethoxy)phenyl]piperidine-3-carboxylate

HRID 1642809Notes

Reaction equation

HRID 1642809 reaction equation
[F:1][C:2]([F:21])([F:20])[O:3][C:4]1[CH:9]=[CH:8][C:7]([CH:10]2[CH2:15][NH:14][CH2:13][CH:12]([C:16]([O:18][CH3:19])=[O:17])[CH2:11]2)=[CH:6][CH:5]=1.[N:22]1([C:28](Cl)=[O:29])[CH2:27][CH2:26][O:25][CH2:24][CH2:23]1>>[N:22]1([C:28]([N:14]2[CH2:15][CH:10]([C:7]3[CH:8]=[CH:9][C:4]([O:3][C:2]([F:1])([F:20])[F:21])=[CH:5][CH:6]=3)[CH2:11][CH:12]([C:16]([O:18][CH3:19])=[O:17])[CH2:13]2)=[O:29])[CH2:27][CH2:26][O:25][CH2:24][CH2:23]1

Participants

3

Reactant 2

HCID 848104-Morpholinecarbonyl chlorideHCID 58002737Methyl 5-(4-(trifluoromethoxy)phenyl)piperidine-3-carboxylate

Product 1

HCID 58002544Methyl 1-(morpholin-4-ylcarbonyl)-5-[4-(trifluoromethoxy)phenyl]piperidine-3-carboxylate

Procedure

8.3 g (26.5 mmol) of methyl 5-[4-(trifluoromethoxy)phenyl]piperidine-3-carboxylate and 5.2 g (34.5 mmol, 1.3 eq.) of morpholine-4-carbonyl chloride were reacted according to the General Method 3A. Yield: 11.0 g (100% of theory)

Sources & evidence

ORD record
ord-6ebf7d7b0d9e44b2a84e0a230d91baa5
Source dataset
uspto-grants-2012_02
Patent number
US08119663B2

Reaction notes

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