Trifluoroacetic acid → HCID 21831035, compound

HRID 1601048Notes

Reaction equation

HRID 1601048 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][C:11]2[N:14]([CH2:17][C:18]3[N:19]([CH2:23][C:24]4[CH:29]=[CH:28][C:27]([C:30]#[N:31])=[CH:26][CH:25]=4)[CH:20]=[N:21][CH:22]=3)[CH:15]=[N:16][C:10]=2[CH:9]1[C:32]1[CH:37]=[CH:36][CH:35]=[C:34]([Br:38])[CH:33]=1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[Br:38][C:34]1[CH:33]=[C:32]([CH:9]2[C:10]3[N:16]=[CH:15][N:14]([CH2:17][C:18]4[N:19]([CH2:23][C:24]5[CH:25]=[CH:26][C:27]([C:30]#[N:31])=[CH:28][CH:29]=5)[CH:20]=[N:21][CH:22]=4)[C:11]=3[CH2:12][CH2:13][NH:8]2)[CH:37]=[CH:36][CH:35]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 54426787HCID 54426787, compound

Product 1

HCID 21831035HCID 21831035, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 4-(3-bromophenyl)-1-[3-(4-cyanobenzyl)-3H-imidazol-4-ylmethyl]-1,4,6,7-tetrahydroimidazo[4,5-c]pyridine-5-carboxylic acid tert-butyl ester (0.045 g, 0.078 mmol) dissolved in CH2Cl2 (5 mL) was added TFA (1 mL) and the reaction mixture was stirred at room temperature under Ar for 2h. The solution was concentrated in vacuo and purified using reverse phase liquid chromatography (95/5 -5/95 H2O/CH3CN with 0.1% TFA over 60 min, flow rate =65 mL/min) to yield the title compound.

Workup

  1. concentrationThe solution was concentrated in vacuo
  2. custompurified
  3. customreverse phase liquid chromatography (95/5 -5/95 H2O/CH3CN with 0.1% TFA over 60 min, flow rate =65 mL/min)

Sources & evidence

ORD record
ord-49c2866e91fa44a2b20b22c3d879920d
Source dataset
uspto-grants-1999_11
Patent number
US05977134

Reaction notes

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