Trifluoroacetic acid → (5-Bromo-pyrimidin-2-yl)-piperidin-3-ylamine

HRID 1094258Notes

Reaction equation

HRID 1094258 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH2:11][CH:10]([NH:14][C:15]2[N:20]=[CH:19][C:18]([Br:21])=[CH:17][N:16]=2)[CH2:9]1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[Br:21][C:18]1[CH:17]=[N:16][C:15]([NH:14][CH:10]2[CH2:11][CH2:12][CH2:13][NH:8][CH2:9]2)=[N:20][CH:19]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acid2×HCID 581854853-(5-Bromo-pyrimidin-2-ylamino)-piperidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 63872105(5-Bromo-pyrimidin-2-yl)-piperidin-3-ylamine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a cold (˜0° C.) solution of 3-(5-bromo-pyrimidin-2-ylamino)-piperidine-1-carboxylic acid tert-butyl ester (850 mg) in dry DCM (10 mL) was added slowly TFA (0.911 mL). The reaction mixture was stirred at RT for 20 h, 5 eq more of TFA (0.911 mL) was added and the stirring was continued for 2 h. The reaction was concentrated in vacuo to yield the title compound as a bis-trifluoroacetate salt, which was used for the next step without further purification.

Workup

  1. waitthe stirring was continued for 2 h
  2. concentrationThe reaction was concentrated in vacuo

Sources & evidence

ORD record
ord-b8354e93d35e434e9fe9418da00c7bfd
Source dataset
uspto-grants-2012_03
Patent number
US08133901B2

Reaction notes

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