Trifluoroacetic acid → 9-methyl-6-triisopropylsilanyloxy-2,3,4,9-tetrahydro-1H-beta-carboline trifluoroacetate

HRID 6748Notes

Reaction equation

HRID 6748 reaction equation
C(OC([N:8]1[CH2:20][CH2:19][C:18]2[C:17]3[C:12](=[CH:13][CH:14]=[C:15]([O:21][Si:22]([CH:29]([CH3:31])[CH3:30])([CH:26]([CH3:28])[CH3:27])[CH:23]([CH3:25])[CH3:24])[CH:16]=3)[N:11]([CH3:32])[C:10]=2[CH2:9]1)=O)(C)(C)C.[F:33][C:34]([F:39])([F:38])[C:35]([OH:37])=[O:36]>ClCCl>[F:33][C:34]([F:39])([F:38])[C:35]([OH:37])=[O:36].[CH3:32][N:11]1[C:10]2[CH2:9][NH:8][CH2:20][CH2:19][C:18]=2[C:17]2[C:12]1=[CH:13][CH:14]=[C:15]([O:21][Si:22]([CH:23]([CH3:25])[CH3:24])([CH:29]([CH3:31])[CH3:30])[CH:26]([CH3:28])[CH3:27])[CH:16]=2

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 235442769-Methyl-6-triisopropylsilanyloxy-1,3,4,9-tetrahydro-beta-carboline-2-carboxylic acid tert-butyl ester

Product 1

HCID 220184819-methyl-6-triisopropylsilanyloxy-2,3,4,9-tetrahydro-1H-beta-carboline trifluoroacetate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 9-methyl-6-triisopropylsilanyloxy-1,3,4,9-tetrahydro-β-carboline-2-carboxylic acid tert-butyl ester (175 mg) and 0.5 mL of trifluoroacetic acid in 3 mL dichloromethane was stirred for 4 h. The solvent was removed to afford 9-methyl-6-triisopropylsilanyloxy-2,3,4,9-tetrahydro-1H-β-carboline trifluoroacetate (125 mg).

Workup

  1. customThe solvent was removed

Sources & evidence

ORD record
ord-635cce29b8b9494caf7fd86a177b023b
Source dataset
uspto-grants-2006_08
Patent number
US07084154B2

Reaction notes

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