Ammonium formate → HCID 18414132, compound

HRID 428554Notes

Reaction equation

HRID 428554 reaction equation
C([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:22]=[C:21]([O:23][CH3:24])[CH:20]=[C:19]3[C:15]=2[CH:16]=[CH:17][NH:18]3)[CH2:10][CH2:9]1)C1C=CC=CC=1.C([O-])=O.[NH4+]>C(O)C.[Pd]>[CH3:24][O:23][C:21]1[CH:20]=[C:19]2[C:15]([CH:16]=[CH:17][NH:18]2)=[C:14]([N:11]2[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]2)[CH:22]=1

Participants

5

Reactant 2

HCID 2723923Ammonium formateHCID 18414074HCID 18414074, compound

Product 1

HCID 18414132HCID 18414132, compoundYield 78.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 4-(4-benzyl-piperazin-1-yl)-6-methoxy-1H-indole (0.37 g, 1.1 mmol), 10% Pd/C (0.05 g) and ammonium formate (0.15 g, 2.2 mmol) in ethanol (20 mL) was allowed to reflux for 2 hours. The catalyst was filtered off and the solvent removed under vacuum. Chromatography (10% methanol/methylene chloride plus ammonium hydroxide) afforded 0.2 g (75%) of product as a yellow foam. MS (EI) m/e 231.

Workup

  1. temperatureto reflux for 2 hours
  2. filtrationThe catalyst was filtered off
  3. customthe solvent removed under vacuum

Sources & evidence

ORD record
ord-b5d71a6b1a0b4b218400c517db7a2a74
Source dataset
uspto-grants-2001_11
Patent number
US06313126B1

Reaction notes

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