Trifluoroacetic acid → HCID 19892179, compound

HRID 893380Notes

Reaction equation

HRID 893380 reaction equation
[CH2:1]([C:4]1[N:12]([CH2:13][C:14]2[CH:19]=[CH:18][C:17]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=3[C:26]([O:28]C(C)(C)C)=[O:27])=[CH:16][CH:15]=2)[C:7]2=[N:8][CH:9]=[CH:10][CH:11]=[C:6]2[CH:5]=1)[CH2:2][CH3:3].FC(F)(F)C(O)=O>>[CH2:1]([C:4]1[N:12]([CH2:13][C:14]2[CH:19]=[CH:18][C:17]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=3[C:26]([OH:28])=[O:27])=[CH:16][CH:15]=2)[C:7]2=[N:8][CH:9]=[CH:10][CH:11]=[C:6]2[CH:5]=1)[CH2:2][CH3:3]

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 19892178HCID 19892178, compound

Product 1

HCID 19892179HCID 19892179, compound

Procedure

To neat 2-propyl-1-[(2'-(t-butoxycarbonyl)-[1,1']-biphenyl-4-yl)methyl]-1H-pyrrolo[2,3-b]pyridine is added trifluoroacetic acid (1 mL/10 mg of starting material) at room temperature. After 8 h the product is isolated by first concentration at room temperature then partitioning between EtOAc and 5% aqueous NaHCO3 then concentration of the organic layer and ultimately purified by flash chromatography (80:20:1 CH2Cl2 -MeOH--NH4OH).

Workup

  1. customAfter 8 h the product is isolated by first concentration at room temperature
  2. customthen partitioning between EtOAc and 5% aqueous NaHCO3
  3. customconcentration of the organic layer and ultimately purified by flash chromatography (80:20:1 CH2Cl2 -MeOH--NH4OH)

Sources & evidence

ORD record
ord-67ae9f803b1543fe97f4edc2813e6cc8
Source dataset
uspto-grants-1992_06
Patent number
US05124335

Reaction notes

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