Potassium Hydroxide → 5-nitro-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole

HRID 224362Notes

Reaction equation

HRID 224362 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[NH:9][CH:8]=[CH:7]2)([O-:3])=[O:2].Cl.[NH:14]1[CH2:19][CH2:18][C:17](=O)[CH2:16][CH2:15]1.[OH-].[K+]>>[N+:1]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[NH:9][CH:8]=[C:7]2[C:17]1[CH2:18][CH2:19][NH:14][CH2:15][CH:16]=1)([O-:3])=[O:2]

Participants

4

Reactant 3

HCID 14797Potassium HydroxideHCID 225235-NitroindoleHCID 30848514-Piperidone hydrochloride

Product 1

HCID 532635-nitro-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole

Procedure

Using the procedure of Example 1, a mixture of 0.8 g of 5-nitro-1H-indole, 1.53 g of the hydrate of 4-piperidone hydrochloride and 16 ml of 2 N methanolic potassium hydroxide was reacted to obtain 0.86 g of raw product which was crystallized from isopropanol to obtain 0.74 g of 5-nitro-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole melting at 250° C.

Workup

  1. customwas reacted
  2. customto obtain 0.86 g of raw product which
  3. customwas crystallized from isopropanol

Sources & evidence

ORD record
ord-d8e074239ac74d2b92ae90c148763121
Source dataset
uspto-grants-1980_11
Patent number
US04232031

Reaction notes

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