Trifluoroacetic acid → HCID 57906520, compound

HRID 420505Notes

Reaction equation

HRID 420505 reaction equation
C(OC(=O)[NH:7][CH2:8][C:9]1[C:14]([C:15]2[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][C:16]=2[Cl:22])=[CH:13][N:12]2[C:23]([NH2:26])=[N:24][N:25]=[C:11]2[CH:10]=1)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH2:7][CH2:8][C:9]1[C:14]([C:15]2[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][C:16]=2[Cl:22])=[CH:13][N:12]2[C:23]([NH2:26])=[N:24][N:25]=[C:11]2[CH:10]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 57906609HCID 57906609, compound

Product 1

HCID 57906520HCID 57906520, compoundYield 26.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

[3-Amino-6-(2,4-dichloro-phenyl)-[1,2,4]triazolo[4,3-a]pyridin-7-ylmethyl]-carbamic acid tert-butyl ester (17 mg, 0.042 mmol) was dissolved in DCM (2 mL) and TFA (1 mL) and the solution was stirred at RT for 30 min. The reaction mixture was concentrated to dryness and the remaining residue purified by reverse phase prep-HPLC (Waters system) to give the title compound (2TFA salt, 5.7 mg, 0.011 mmol, 26%) as a white solid. MS: 308 [M+1]+; HPLC: AtRet=0.77.

Workup

  1. concentrationThe reaction mixture was concentrated to dryness
  2. customthe remaining residue purified by reverse phase prep-HPLC (Waters system)

Sources & evidence

ORD record
ord-82686235553b46daaddbc87ba482a6f2
Source dataset
uspto-grants-2012_01
Patent number
US08097617B2

Reaction notes

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