Trifluoroacetic acid → HCID 10132160, compound

HRID 966512Notes

Reaction equation

HRID 966512 reaction equation
C(OC([N:8]1[C:16]2[C:11](=[CH:12][C:13]([C:17]3[CH:18]=[N:19][CH:20]=[CH:21][CH:22]=3)=[CH:14][CH:15]=2)[C:10]([C:23]([O:25][CH2:26][C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)=[O:24])=[C:9]1[CH3:33])=O)(C)(C)C.FC(F)(F)C(O)=O>C(Cl)Cl>[CH2:26]([O:25][C:23]([C:10]1[C:11]2[C:16](=[CH:15][CH:14]=[C:13]([C:17]3[CH:18]=[N:19][CH:20]=[CH:21][CH:22]=3)[CH:12]=2)[NH:8][C:9]=1[CH3:33])=[O:24])[C:27]1[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 10225373HCID 10225373, compound

Product 1

HCID 10132160HCID 10132160, compoundYield 134.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2-Methyl-5-pyridin-3-yl-indole-1,3-dicarboxylic acid 3-benzyl ester 1-tert-butyl ester (0.027 g, 0.061 mmol, 1 eq) was suspended in dry CH2Cl2 (5 mL) under Ar. Trifluoroacetic acid (1.0 mL) was added, and the reaction mixture was stirred at room temperature. After 4 hours, the solvent was removed in vacuo, leaving 0.028 g (40% yield) of the indole-pyridine, a brown solid: LC/MS (ESI+) 343 (M+1), Anal.

Workup

  1. customthe solvent was removed in vacuo

Sources & evidence

ORD record
ord-bf4d71bb816f475bb0f53af8698366f9
Source dataset
uspto-grants-2005_10
Patent number
US06951848B2

Reaction notes

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