6-Nitro-1H-indole → HCID 21268269, compound

HRID 1901008Notes

Reaction equation

HRID 1901008 reaction equation
[N+:1]([C:4]1[CH:12]=[C:11]2[C:7]([CH:8]=[CH:9][NH:10]2)=[CH:6][CH:5]=1)([O-:3])=[O:2].O.Cl.[NH:15]1[CH2:20][CH2:19][C:18](=O)[CH2:17][CH2:16]1>>[N+:1]([C:4]1[CH:12]=[C:11]2[C:7]([C:8]([C:18]3[CH2:19][CH2:20][NH:15][CH2:16][CH:17]=3)=[CH:9][NH:10]2)=[CH:6][CH:5]=1)([O-:3])=[O:2]

Participants

3

Reactant 2

HCID 785026-Nitro-1H-indoleHCID 2723901Piperonylamine

Product 1

HCID 21268269HCID 21268269, compound

Procedure

The title compound was prepared in a fashion similar to that described in Preparation 30 from 6-nitroindole (6.0 g, 37 mmol) and 4-piperidone hydrochloride hydrate (11.4 g, 74 mmol). The product was isolated as an orange solid. Yield 8.8 g (97%). mp 247°-250° C. (dec.) FDMS m/e=243 (M+ of free base).

Workup

  1. customThe product was isolated as an orange solid

Sources & evidence

ORD record
ord-a072516339c84bdc978a91ab1cb1eecd
Source dataset
uspto-grants-1996_11
Patent number
US05576321

Reaction notes

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