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

HRID 876251Notes

Reaction equation

HRID 876251 reaction equation
[F:1][C:2]([F:20])([F:19])[C:3]1[CH:8]=[CH:7][C:6]([CH:9]2[CH2:14][NH:13][CH2:12][CH:11]([C:15]([O:17][CH3:18])=[O:16])[CH2:10]2)=[CH:5][CH:4]=1.[N:21]1([C:27](Cl)=[O:28])[CH2:26][CH2:25][O:24][CH2:23][CH2:22]1>>[N:21]1([C:27]([N:13]2[CH2:14][CH:9]([C:6]3[CH:7]=[CH:8][C:3]([C:2]([F:19])([F:1])[F:20])=[CH:4][CH:5]=3)[CH2:10][CH:11]([C:15]([O:17][CH3:18])=[O:16])[CH2:12]2)=[O:28])[CH2:26][CH2:25][O:24][CH2:23][CH2:22]1

Participants

3

Reactant 2

HCID 848104-Morpholinecarbonyl chlorideHCID 58002265Methyl 5-(4-(trifluoromethyl)phenyl)piperidine-3-carboxylate

Product 1

HCID 58002139Methyl 1-(morpholin-4-ylcarbonyl)-5-[4-(trifluoromethyl)phenyl]piperidine-3-carboxylate

Procedure

According to General Method 3A, 9.25 g (32.2 mmol) of methyl 5-[4-(trifluoromethyl)phenyl]piperidine-3-carboxylate and 9.63 g (64.7 mmol) of morpholine-4-carbonyl chloride were reacted. This gave 16.3 g of crude product in 76% purity (LC-MS), which was converted without any further purifying operations.

Workup

  1. customwere reacted
  2. customany further purifying operations

Sources & evidence

ORD record
ord-6514309864fe4c02a5296d2e9b26a4af
Source dataset
uspto-grants-2015_03
Patent number
US08987248B2

Reaction notes

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