Water → HCID 68748513, compound

HRID 1864795Notes

Reaction equation

HRID 1864795 reaction equation
FC(F)(F)C(O)=O.O.C(OC([N:16]1[CH2:21][CH2:20][N:19]([CH2:22][C:23]2[CH:24]=[N:25][CH:26]=[C:27]([Br:29])[CH:28]=2)[C@@H:18]([C:30]2[CH:35]=[CH:34][C:33]([F:36])=[CH:32][CH:31]=2)[CH2:17]1)=O)(C)(C)C>ClCCl>[Br:29][C:27]1[CH:28]=[C:23]([CH2:22][N:19]2[CH2:20][CH2:21][NH:16][CH2:17][C@@H:18]2[C:30]2[CH:35]=[CH:34][C:33]([F:36])=[CH:32][CH:31]=2)[CH:24]=[N:25][CH:26]=1

Participants

5

Reactant 3

HCID 962WaterHCID 6422Trifluoroacetic acidHCID 68748476HCID 68748476, compound

Product 1

HCID 68748513HCID 68748513, compoundYield 200.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of trifluoroacetic acid and water (TFA:water=19:1, 10 mL) was added to a solution of (S)-4-(5-bromo-pyridin-3-ylmethyl)-3-(4-fluoro-phenyl)-piperazine-1-carboxylic acid tert-butyl ester (300 mg, 0.67 mmol) in 3 mL of dichloromethane and the resulting mixture stirred at ambient temperature for 1.5 h, and then the volatiles were removed in vacuo to leave 470 mg of product. LC/MS: Retention time, 2.13 min; (M+H)=351.

Workup

  1. customthe volatiles were removed in vacuo

Sources & evidence

ORD record
ord-ddfe26dadb174216b57ca448a5c4a02c
Source dataset
uspto-grants-2009_12
Patent number
US07625889B2

Reaction notes

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