Trifluoroacetic acid → 2-Amino-N-(1-pyrimidin-2-yl-cyclopropyl)-4-1,2,3-triazol-2-yl-butyramide trifluoroacetate

HRID 1040507Notes

Reaction equation

HRID 1040507 reaction equation
C(OC(=O)[NH:7][CH:8]([C:16](=[O:27])[NH:17][C:18]1([C:21]2[N:26]=[CH:25][CH:24]=[CH:23][N:22]=2)[CH2:20][CH2:19]1)[CH2:9][CH2:10][N:11]1[N:15]=[CH:14][CH:13]=[N:12]1)(C)(C)C.[C:29]([OH:35])([C:31]([F:34])([F:33])[F:32])=[O:30]>C(Cl)Cl>[F:32][C:31]([F:34])([F:33])[C:29]([OH:35])=[O:30].[NH2:7][CH:8]([CH2:9][CH2:10][N:11]1[N:15]=[CH:14][CH:13]=[N:12]1)[C:16]([NH:17][C:18]1([C:21]2[N:26]=[CH:25][CH:24]=[CH:23][N:22]=2)[CH2:19][CH2:20]1)=[O:27]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67390356[1-(1-Pyrimidin-2-yl-cyclopropyl-carbamoyl)-3-1,2,3-triazol-2-yl-propyl]-carbamic acid tert-butyl ester

Product 1

HCID 673904562-Amino-N-(1-pyrimidin-2-yl-cyclopropyl)-4-1,2,3-triazol-2-yl-butyramide trifluoroacetate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of the [1-(1-pyrimidin-2-yl-cyclopropyl-carbamoyl)-3-1,2,3-triazol-2-yl-propyl]-carbamic acid tert-butyl ester (143 mg, 0.37 mmol) in CH2Cl2 (5 mL) was added TFA (0.14 mL, 1.85 mmol) and the mixture was stirred at rt for 2 h. The mixture was concentrated in vacuo and 106 mg of crude 2-amino-N-(1-pyrimidin-2-yl-cyclopropyl)-4-1,2,3-triazol-2-yl-butyramide trifluoroacetate. The title compound was used in subsequent reactions without further purification.

Workup

  1. concentrationThe mixture was concentrated in vacuo and 106 mg of crude 2-amino-N-(1-pyrimidin-2-yl-cyclopropyl)-4-1,2,3-triazol-2-yl-butyramide trifluoroacetate
  2. customThe title compound was used in subsequent reactions without further purification

Sources & evidence

ORD record
ord-a995acfc89dd447686135abd3d286e83
Source dataset
uspto-grants-2013_10
Patent number
US08552205B2

Reaction notes

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