4-chlorocarbonyl-4,9-dihydro-3-methyl-10H-thieno[3,4-b][1,5]benzodiazepin-10-one → 4,9-Dihydro-4-[[3-[3-(dimethylamino)propyl]-1-piperidinyl]carbonyl]-3-methyl-10H-thieno[3,4-b][1,5]benzodiazepin-10-one

HRID 2106700Notes

Reaction equation

HRID 2106700 reaction equation
Cl[C:2]([N:4]1[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[NH:8][C:7](=[O:15])[C:6]2=[CH:16][S:17][C:18]([CH3:19])=[C:5]12)=[O:3].[CH3:20][N:21]([CH3:31])[CH2:22][CH2:23][CH2:24][CH:25]1[CH2:30][CH2:29][CH2:28][NH:27][CH2:26]1>C(#N)C>[CH3:31][N:21]([CH3:20])[CH2:22][CH2:23][CH2:24][CH:25]1[CH2:30][CH2:29][CH2:28][N:27]([C:2]([N:4]2[C:10]3[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=3[NH:8][C:7](=[O:15])[C:6]3=[CH:16][S:17][C:18]([CH3:19])=[C:5]23)=[O:3])[CH2:26]1

Participants

4

Reactant 2

HCID 142099804-chlorocarbonyl-4,9-dihydro-3-methyl-10H-thieno[3,4-b][1,5]benzodiazepin-10-oneHCID 15057302Dimethyl[3-(piperidin-3-yl)propyl]amine

Product 1

HCID 143696744,9-Dihydro-4-[[3-[3-(dimethylamino)propyl]-1-piperidinyl]carbonyl]-3-methyl-10H-thieno[3,4-b][1,5]benzodiazepin-10-oneYield 35%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Prepared analogously to Example 4 from 4-(chlorocarbonyl)-4,9-dihydro-3-methyl-10H-thieno[3,4-b][1,5]benzodiazepin-10-one and 3-[3-(dimethylamino)propyl]piperidine in a yield of 35% of theory. Colourless crystals, m.p. 137°-139° C. (acetonitrile).

Sources & evidence

ORD record
ord-13f97e7b0e174c6b895d4a53e279311f
Source dataset
uspto-grants-1990_06
Patent number
US04931436

Reaction notes

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