5-nitro-1-(2-pyrrolidin-1-ylethyl)-1H-indole → 5-Amino-1-(2-pyrrolidin-1-ylethyl)indole

HRID 735094Notes

Reaction equation

HRID 735094 reaction equation
ClCCl.CO.N.[N+:7]([C:10]1[CH:11]=[C:12]2[C:16](=[CH:17][CH:18]=1)[N:15]([CH2:19][CH2:20][N:21]1[CH2:25][CH2:24][CH2:23][CH2:22]1)[CH:14]=[CH:13]2)([O-])=O>C1COCC1>[NH2:7][C:10]1[CH:11]=[C:12]2[C:16](=[CH:17][CH:18]=1)[N:15]([CH2:19][CH2:20][N:21]1[CH2:25][CH2:24][CH2:23][CH2:22]1)[CH:14]=[CH:13]2

Participants

4

Reactant 2

HCID 114026955-nitro-1-(2-pyrrolidin-1-ylethyl)-1H-indoleHCID 21584172Ammonia methanol dichloromethane

Product 1

HCID 113905745-Amino-1-(2-pyrrolidin-1-ylethyl)indole

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Prepared analogously to Example 3.1.b. from 5-nitro-1-(2-pyrrolidin-1-ylethyl)-1H-indole in THF as solvent. Yield: 0.83 g (93.9% of theory); C14H19N3 (M=229.32); calc.: molecular ion peak (M+H)+: 230; found: molecular ion peak (M+H)+: 230; Rf value: 0.37 (silica gel, dichloromethane/methanol/ammonia (90:10:1)).

Workup

  1. customPrepared analogously to Example 3.1.b

Sources & evidence

ORD record
ord-1da1b1f0da7f46d491af079431fed131
Source dataset
uspto-grants-2009_09
Patent number
US07592373B2

Reaction notes

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