Trifluoroacetic acid → HCID 67361638, compound

HRID 1747474Notes

Reaction equation

HRID 1747474 reaction equation
C(OC([N:8]1[C:16]2[C:11](=[C:12]([CH2:18][N:19]3[C:23]4[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=4[N:21]([CH2:28][CH2:29][C:30]([O:32][CH3:33])=[O:31])[C:20]3=[O:34])[CH:13]=[C:14]([Cl:17])[CH:15]=2)[CH:10]=[CH:9]1)=O)(C)(C)C.FC(F)(F)C(O)=O>ClCCl.CO>[CH3:33][O:32][C:30](=[O:31])[CH2:29][CH2:28][N:21]1[C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=2[N:19]([CH2:18][C:12]2[CH:13]=[C:14]([Cl:17])[CH:15]=[C:16]3[C:11]=2[CH:10]=[CH:9][NH:8]3)[C:20]1=[O:34]

Participants

5

Reactant 2

HCID 6422Trifluoroacetic acidHCID 59497231HCID 59497231, compound

Product 1

HCID 67361638HCID 67361638, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6344DichloromethaneSolvent

Procedure

6-Chloro-4-[3-(2-methoxycarbonyl-ethyl)-2-oxo-2,3-dihydro-benzoimidazol-1-ylmethyl]-indole-1-carboxylic acid tert-butyl ester (570 mg 1.1 mmol) is dissolved in 2.5 mL of dichloromethane and 2.5 mL of trifluoroacetic acid is added. The reaction is stirred for one hour, and then the solvent evaporated in vacuo to give an oil. The oil is taken up 3× in methanol and evaporated in vacuo to give the desired compound (450 mg, 1.1 mmol, 100%)

Workup

  1. customthe solvent evaporated in vacuo
  2. customto give an oil
  3. customevaporated in vacuo

Sources & evidence

ORD record
ord-bce96be812e2441eae8e836ea596d406
Source dataset
uspto-grants-2015_10
Patent number
US09150556B2

Reaction notes

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