HCID 43152087, compound → 1094646-15-7

HRID 571208Notes

Reaction equation

HRID 571208 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[N:9]([CH2:13][C:14]([O:16][CH3:17])=[O:15])[CH:8]=[CH:7]2)([O-])=O>CO.O=[Pt]=O>[NH2:1][C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[N:9]([CH2:13][C:14]([O:16][CH3:17])=[O:15])[CH:8]=[CH:7]2

Participants

4

Reactant 1

HCID 43152087HCID 43152087, compound

Product 1

HCID 431653941094646-15-7

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 887MethanolSolvent

Procedure

To a solution of methyl 2-(5-nitro-1H-indol-1-yl)acetate (830 mg, 3.54 mmol) in MeOH (50 ml), a catalytic amount of PtO2 was added, and the mixture was reacted under H2 atmosphere in a Parr apparatus at 30 psi for 15 minutes. The catalyst was filtered off, the solvent was removed and crude methyl 2-(5-amino-1H-indol-1-yl)acetate was obtained and was used in the next step without any additional purification (730 mg, 3.54 mmol, quantitative yield). MS/ESI+ 205.2 [MH]+.

Workup

  1. customthe mixture was reacted under H2 atmosphere in a Parr apparatus at 30 psi for 15 minutes
  2. filtrationThe catalyst was filtered off
  3. customthe solvent was removed

Sources & evidence

ORD record
ord-579a4f4f4a1847b69bc8c412fdf13123
Source dataset
uspto-grants-2015_05
Patent number
US09024027B2

Reaction notes

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