Trifluoroacetic acid → HCID 70663897, compound

HRID 709359Notes

Reaction equation

HRID 709359 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[NH:12][C:11]([C@@H:13]3[CH2:17][C:16]([F:19])([F:18])[CH2:15][N:14]3C(OC(C)(C)C)=O)=[N:10][CH:9]=2)=[CH:4][CH:3]=1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[NH:12][C:11]([C@@H:13]3[CH2:17][C:16]([F:18])([F:19])[CH2:15][NH:14]3)=[N:10][CH:9]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 57611030HCID 57611030, compound

Product 1

HCID 70663897HCID 70663897, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

In a 10 ml, pear-shaped flask, (S)-tert-butyl 2-(5-(4-bromophenyl)-1H-imidazol-2-yl)-4,4-difluoropyrrolidine-1-carboxylate (1.0 g, 2.33 mmol) was combined with CH2Cl2 (6 ml) to give a light yellow solution. TFA (2.96 g, 2 mL, 26.0 mmol) was added and stirred for 2 hr. It was concentrated in vacuo to afford (S)-5-(4-bromophenyl)-2-(4,4-difluoropyrrolidin-2-yl)-1H-imidazole as a viscous oil and used for the next step without further purification.

Workup

  1. customto give a light yellow solution
  2. concentrationIt was concentrated in vacuo

Sources & evidence

ORD record
ord-37152ba694fb44ac85e76c7532ea354d
Source dataset
uspto-grants-2015_11
Patent number
US09180193B2

Reaction notes

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