Trifluoroacetic acid → HCID 89676991, compound

HRID 2278254Notes

Reaction equation

HRID 2278254 reaction equation
[CH3:1][C:2]1[C:7]([CH2:8][N:9]2[CH2:14][CH2:13][N:12](C(OC(C)(C)C)=O)[CH2:11][CH2:10]2)=[CH:6][CH:5]=[C:4]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=2[CH3:28])[N:3]=1.FC(F)(F)C(O)=O>ClCCl>[CH3:1][C:2]1[C:7]([CH2:8][N:9]2[CH2:10][CH2:11][NH:12][CH2:13][CH2:14]2)=[CH:6][CH:5]=[C:4]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=2[CH3:28])[N:3]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 89677097HCID 89677097, compound

Product 1

HCID 89676991HCID 89676991, compoundYield 87.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A 100 mL round-bottom flask was charged with tert-butyl 4-[[2-methyl-6-(2-methylphenyl)pyridin-3-yl]methyl]piperazine-1-carboxylate (800 mg, 2.40 mmol, 1.00 equiv), dichloromethane (20 mL), trifluoroacetic acid (4 mL) was added dropwise. The resulting solution was stirred overnight at room temperature. The resulting mixture was concentrated under reduced pressure to provide 590 mg (crude) of 1-[[2-methyl-6-(2-methylphenyl)pyridin-3-yl]methyl]piperazine as yellow oil. LCMS (ESI, m/z): 282 [M+H]+.

Workup

  1. additionwas added dropwise
  2. concentrationThe resulting mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-3621a89bc93841eab2084f5dcb3a0e4e
Source dataset
uspto-grants-2015_09
Patent number
US09133148B2

Reaction notes

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