Formaldehyde → (3-Bromo-5-(trifluoromethyl)phenyl)(1-methylpiperidin-4-yl)methanone

HRID 2200130Notes

Reaction equation

HRID 2200130 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([C:12]([CH:14]2[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]2)=[O:13])[CH:5]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:7]=1.[CH2:20]=O>C(O)=O>[Br:1][C:2]1[CH:3]=[C:4]([C:12]([CH:14]2[CH2:15][CH2:16][N:17]([CH3:20])[CH2:18][CH2:19]2)=[O:13])[CH:5]=[C:6]([C:8]([F:10])([F:11])[F:9])[CH:7]=1

Participants

4

Reactant 2

HCID 712FormaldehydeHCID 90020499(3-Bromo-5-(trifluoromethyl)phenyl)(piperidin-4-yl)methanone

Product 1

HCID 90020609(3-Bromo-5-(trifluoromethyl)phenyl)(1-methylpiperidin-4-yl)methanoneYield 77%

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

Stir the mixture of (3-bromo-5-(trifluoromethyl)phenyl)(piperidin-4-yl)methanone (400 mg, 0.96 mmol), formic acid (1 mL) and formaldehyde (1 mL) at 100° C. overnight. Upon the reaction completion, concentrate under reduced pressure to provide the crude product (250 mg, 77%) which is used in next step without further purification.

Workup

  1. concentrationUpon the reaction completion, concentrate under reduced pressure

Sources & evidence

ORD record
ord-5cae838b1bee4480b317dd5d8954ac40
Source dataset
uspto-grants-2016_06
Patent number
US09359338B2

Reaction notes

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