Methyl 2-bromopropionate → HCID 16100377, compound

HRID 1361425Notes

Reaction equation

HRID 1361425 reaction equation
[F:1][C:2]([F:16])([F:15])[C:3]1[CH:4]=[CH:5][C:6]([N:9]2[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)=[N:7][CH:8]=1.[CH3:17][O:18][C:19](=[O:23])[CH:20](Br)[CH3:21]>CO.CCN(C(C)C)C(C)C>[CH3:17][O:18][C:19](=[O:23])[CH:20]([N:12]1[CH2:11][CH2:10][N:9]([C:6]2[CH:5]=[CH:4][C:3]([C:2]([F:1])([F:15])[F:16])=[CH:8][N:7]=2)[CH2:14][CH2:13]1)[CH3:21]

Participants

5

Reactant 2

HCID 95576Methyl 2-bromopropionateHCID 6676181-(5-Trifluoromethyl-pyridin-2-yl)-piperazine

Product 1

HCID 16100377HCID 16100377, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 81531DiisopropylethylamineSolvent

Conditions

Temperature
70 °C

Procedure

A solution of 1-(5-trifluoromethyl-pyridin-2-yl)-piperazine (0.9 g, 3.9 mmoles) in MeOH (13 mL) and DIPEA (1.5 mL) was treated with 2-bromo-propionic acid methyl ester (0.48 mL, 4.3 mmoles) and stirred overnight at 70° C. The MeOH was removed under reduced pressure and the residue was purified (silica gel, 10-40% acetone in hexane) to provide the title compound as a yellowish solid.

Workup

  1. customThe MeOH was removed under reduced pressure
  2. customthe residue was purified (silica gel, 10-40% acetone in hexane)

Sources & evidence

ORD record
ord-6102934e78194ee2b23f1d730e3ca034
Source dataset
uspto-grants-2011_02
Patent number
US07880001B2

Reaction notes

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