Sodium hydride → 6-(3-Dimethylaminopropyl)-1-methyl-7,8,9,10-tetrahydrothieno[3,2-e]pyrido[4,3-b]indole

HRID 647948Notes

Reaction equation

HRID 647948 reaction equation
[CH3:1][C:2]1[C:6]2=[C:7]3[C:11](=[CH:12][CH:13]=[C:5]2[S:4][CH:3]=1)[NH:10][C:9]1[CH2:14][CH2:15][NH:16][CH2:17][C:8]3=1.[H-].[Na+].[CH3:20][N:21]([CH3:26])[CH2:22][CH2:23][CH2:24]Cl>CN(C)C=O>[CH3:20][N:21]([CH3:26])[CH2:22][CH2:23][CH2:24][N:10]1[C:11]2[C:7](=[C:6]3[C:2]([CH3:1])=[CH:3][S:4][C:5]3=[CH:13][CH:12]=2)[C:8]2[CH2:17][NH:16][CH2:15][CH2:14][C:9]1=2

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 669603-Chloro-N,N-dimethyl-1-propanamineHCID 20484283HCID 20484283, compound

Product 1

HCID 204843316-(3-Dimethylaminopropyl)-1-methyl-7,8,9,10-tetrahydrothieno[3,2-e]pyrido[4,3-b]indole

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The compound is formed analogously to that described in Example 31, from 4.8 g of 1-methyl-7,8,9,10-tetrahydrothieno[3,2-e]pyrido[4,3-b]indole, 1.0 g of a dispersion of NaH and 2.4 ml of 3-dimethylaminopropyl chloride in dimethylformamide. Melting point: 92° C.

Workup

  1. customThe compound is formed analogously to

Sources & evidence

ORD record
ord-7e605544fb6542f98039f1406f08d037
Source dataset
uspto-grants-1983_10
Patent number
US04410536

Reaction notes

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