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

HRID 647949Notes

Reaction equation

HRID 647949 reaction equation
[CH3:1][N:2]([CH3:23])[CH2:3][CH2:4][CH2:5][N:6]1[CH2:22][CH2:21][C:9]2[NH:10][C:11]3[C:16]([C:8]=2[CH2:7]1)=[C:15]1[C:17]([CH3:20])=[CH:18][S:19][C:14]1=[CH:13][CH:12]=3.[H-].[Na+].[CH3:26][N:27]([CH3:32])[CH2:28][CH2:29][CH2:30]Cl.[C:33]([O-:40])(=[O:39])/[CH:34]=[CH:35]\[C:36]([O-:38])=[O:37]>>[C:33]([OH:40])(=[O:39])/[CH:34]=[CH:35]\[C:36]([OH:38])=[O:37].[C:33]([OH:40])(=[O:39])/[CH:34]=[CH:35]\[C:36]([OH:38])=[O:37].[C:33]([OH:40])(=[O:39])/[CH:34]=[CH:35]\[C:36]([OH:38])=[O:37].[CH3:26][N:27]([CH3:32])[CH2:28][CH2:29][CH2:30][N:10]1[C:11]2[C:16](=[C:15]3[C:17]([CH3:20])=[CH:18][S:19][C:14]3=[CH:13][CH:12]=2)[C:8]2[CH2:7][N:6]([CH2:5][CH2:4][CH2:3][N:2]([CH3:1])[CH3:23])[CH2:22][CH2:21][C:9]1=2

Participants

5

Reactant 4

HCID 24758Sodium hydrideHCID 669603-Chloro-N,N-dimethyl-1-propanamineHCID 5288227Maleate(2-)HCID 204843129-(3-Dimethylaminopropyl)-1-methyl-7,8,9,10-tetrahydrothieno[3,2-e]pyrido[4,3-b]indole

Product 1

HCID 867390876,9-Bis-(3-dimethylaminopropyl)-1-methyl-7,8,9,10-tetrahydrothieno[3,2-e]pyrido[4,3-b]indole trimaleate

Procedure

The compound is formed analogously to that described in Example 31, from 5 g of 9-(3-dimethylaminopropyl)-1-methyl-7,8,9,10-tetrahydrothieno[3,2-e]pyrido[4,3-b]indole, NaH and 3-dimethylaminopropyl chloride indimethylformamide, the product subsequently being converted into the maleate. Melting point: 174° C.

Workup

  1. customThe compound is formed analogously to

Sources & evidence

ORD record
ord-5b3696d082e94bbd81483dde324a9336
Source dataset
uspto-grants-1983_10
Patent number
US04410536

Reaction notes

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