Trifluoroacetic acid → HCID 66690969, compound

HRID 592292Notes

Reaction equation

HRID 592292 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:13]3[CH:14]=[CH:15][N:16]=[C:12]3[CH:11]=[C:10]([C:17]([O:19]C(C)(C)C)=[O:18])[CH:9]=2)=[CH:4][CH:3]=1.FC(F)(F)C(O)=O>ClCCl>[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[N:13]3[CH:14]=[CH:15][N:16]=[C:12]3[CH:11]=[C:10]([C:17]([OH:19])=[O:18])[CH:9]=2)=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 66690481HCID 66690481, compound

Product 1

HCID 66690969HCID 66690969, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of tert-butyl 5-(4-methylphenyl)imidazo[1,2-a]pyridine-7-carboxylate (40 mg, 0.13 mmol) in dichloromethane (0.65 mL) was added trifluoroacetic acid (0.65 mL). The mixture was stirred at ambient temperature. After 1.5 h, the mixture was concentrated. The crude product was purified by reverse phase HPLC (C-18, 95% water/acetonitrile→5% water/acetonitrile with 0.025% trifluoroacetic acid) gave the mixture of the title compound and the impurities. The mixture was carried onto the next step: LC-MS [H+1]=253.1.

Workup

  1. concentrationthe mixture was concentrated
  2. customThe crude product was purified by reverse phase HPLC (C-18, 95% water/acetonitrile→5% water/acetonitrile with 0.025% trifluoroacetic acid)
  3. customgave

Sources & evidence

ORD record
ord-e6e43f47e4c8491aa3e7a2f87476d60e
Source dataset
uspto-grants-2016_01
Patent number
US09238647B2

Reaction notes

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