Trifluoroacetic acid → Trifluoroacetic acid

HRID 42183Notes

Reaction equation

HRID 42183 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:6]=[N:7][C:8]([N:11]2[CH2:16][CH2:15][N:14](C(OC(C)(C)C)=O)[CH2:13][CH2:12]2)=[N:9][CH:10]=1)=[O:4].[F:24][C:25]([F:30])([F:29])[C:26]([OH:28])=[O:27]>ClCCl>[CH3:1][O:2][C:3]([C:5]1[CH:10]=[N:9][C:8]([N:11]2[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]2)=[N:7][CH:6]=1)=[O:4].[C:26]([OH:28])([C:25]([F:30])([F:29])[F:24])=[O:27]

Participants

5

Reactant 2

HCID 6422Trifluoroacetic acidHCID 59240679Methyl 2-(4-(tert-butoxycarbonyl)piperazin-1-yl)pyrimidine-5-carboxylate

Product 2

HCID 6422Trifluoroacetic acidYield 262.7%HCID 57471612Methyl 2-(piperazin-1-yl)pyrimidine-5-carboxylate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2-(4-tert-Butoxycarbonyl-piperazin-1-yl)-pyrimidine-5-carboxylic acid methyl ester (140 mg, 0.434 mmol) is dissolved in dichloromethane (3.0 mL) under N2. Trifluoroacetic acid (0.83 ml, 10.85 mmol) is added and the reaction mixture is stirred for 2 h. The reaction mixture is concentrated under reduced pressure and co-evaporated several times with dichloromethane. It is dried under high vacuum to afford the title compound as a TFA salt (130 mg, 90% yield).

Workup

  1. concentrationThe reaction mixture is concentrated under reduced pressure
  2. customIt is dried under high vacuum

Sources & evidence

ORD record
ord-f0ad376f7fb445229dc8392f8c020b6f
Source dataset
uspto-grants-2013_09
Patent number
US08536168B2

Reaction notes

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