Trifluoroacetic acid → HCID 19385602, compound

HRID 1492635Notes

Reaction equation

HRID 1492635 reaction equation
[C:1]([CH:8]([C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1)[O:9][C:10]1[CH:15]=[CH:14][C:13]([CH2:16][N:17]2[C:21]3=[N:22][C:23]([C:27]([OH:29])=[O:28])=[CH:24][C:25]([CH3:26])=[C:20]3[N:19]=[C:18]2[CH2:30][CH3:31])=[CH:12][C:11]=1[CH2:32][CH2:33][CH3:34])([O:3]C(C)(C)C)=[O:2].C(O)(C(F)(F)F)=O>C(Cl)(Cl)Cl>[C:1]([CH:8]([C:35]1[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=1)[O:9][C:10]1[CH:15]=[CH:14][C:13]([CH2:16][N:17]2[C:21]3=[N:22][C:23]([C:27]([OH:29])=[O:28])=[CH:24][C:25]([CH3:26])=[C:20]3[N:19]=[C:18]2[CH2:30][CH3:31])=[CH:12][C:11]=1[CH2:32][CH2:33][CH3:34])([OH:3])=[O:2]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 19385615HCID 19385615, compound

Product 1

HCID 19385602HCID 19385602, compoundYield 73.1%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a solution of 3-[4-(1-carbo-t-butoxy-1-phenylmethoxy)-3propylphenylmethyl]-5-carboxy-2-ethyl-7-methyl-3H-imidazo[4,5-b]pyridine (47 mg, 0.087 mmol) in CHCl3 (3 mL) was added TFA (0.5 mL) at -20° C. The solution was warmed to rt and was stirred at rt for 12 hours. After evaporation of the solvent the crude mixture was purified by flash chromatography eluted with CHCl3 /MeOH/AcOH (90:5:5) to give 31 mg of the title compound as a white solid.

Workup

  1. customAfter evaporation of the solvent the crude mixture
  2. customwas purified by flash chromatography
  3. washeluted with CHCl3 /MeOH/AcOH (90:5:5)

Sources & evidence

ORD record
ord-871fd589fd034ab29c6372f18d713c0e
Source dataset
uspto-grants-1994_12
Patent number
US05374638

Reaction notes

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