Trifluoroacetic acid → HCID 57537545, compound

HRID 1693714Notes

Reaction equation

HRID 1693714 reaction equation
[Br:1][C:2]1[C:3]([Cl:31])=[C:4]2[C:10]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3[CH2:17][O:18]C(C)(C)C)=[CH:9][N:8](COCC[Si](C)(C)C)[C:5]2=[N:6][CH:7]=1.FC(F)(F)C(O)=O>ClCCl>[Br:1][C:2]1[C:3]([Cl:31])=[C:4]2[C:10]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3[CH2:17][OH:18])=[CH:9][NH:8][C:5]2=[N:6][CH:7]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 57537528HCID 57537528, compound

Product 1

HCID 57537545HCID 57537545, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
23 °C

Procedure

5-Bromo-3-(2-tert-butoxymethyl-phenyl)-4-chloro-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrrolo[2,3-b]pyridine (66 mg, 0.12 mmol) was dissolved in dichloromethane (1 mL) and trifluoroacetic acid (1 mL) and stirred at 23° C. for 15 h. The solvent was evaporated and the resulting oil was dissolved in methanol (1 mL) and ethylenediamine (0.2 mL) and stirred at 23° C. for 1 h. The mixture was concentrated to afford [2-(5-Bromo-4-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-phenyl]-methanol which was used in the next step without further purification.

Workup

  1. customThe solvent was evaporated
  2. dissolutionthe resulting oil was dissolved in methanol (1 mL)
  3. concentrationThe mixture was concentrated

Sources & evidence

ORD record
ord-1d4cafec7a3b46b3aaf824db02bee9ff
Source dataset
uspto-grants-2012_04
Patent number
US08158647B2

Reaction notes

Loading…