Trifluoroacetic acid → HCID 66639492, compound

HRID 1094259Notes

Reaction equation

HRID 1094259 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH2:11][C@@H: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][C@@H: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 66639558(R)-3-(5-bromo-pyrimidin-2-ylamino)-piperidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 66639492HCID 66639492, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a cold (˜0° C.) solution of (R)-3-(5-bromo-pyrimidin-2-ylamino)-piperidine-1-carboxylic acid tert-butyl ester (775 mg) in dry DCM (10 mL) was added slowly TFA (0.831 mL). The reaction mixture was stirred at RT for 20 h, 5 eq more of TFA (0.831 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-a1579426b76f415d9ae2cab8d4b77875
Source dataset
uspto-grants-2012_03
Patent number
US08133901B2

Reaction notes

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