4-chlorocarbonyl-4,9-dihydro-3-methyl-10H-thieno[3,4-b][1,5]benzodiazepin-10-one → 4,9-Dihydro-3-methyl-4-[[[2-[4-[4-(piperidin-l-yl)butyl]-piperidin-l-yl]ethyl]amino]carbonyl]-10H-thieno[3,4-b][1,5]benzodiazepin-10-one

HRID 2351437Notes

Reaction equation

HRID 2351437 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].[N:20]1([CH2:26][CH2:27][CH2:28][CH2:29][CH:30]2[CH2:35][CH2:34][N:33]([CH2:36][CH2:37][NH2:38])[CH2:32][CH2:31]2)[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]1>C(#N)C>[CH3:19][C:18]1[S:17][CH:16]=[C:6]2[C:7](=[O:15])[NH:8][C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=3[N:4]([C:2]([NH:38][CH2:37][CH2:36][N:33]3[CH2:32][CH2:31][CH:30]([CH2:29][CH2:28][CH2:27][CH2:26][N:20]4[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25]4)[CH2:35][CH2:34]3)=[O:3])[C:5]=12

Participants

4

Reactant 2

HCID 142099804-chlorocarbonyl-4,9-dihydro-3-methyl-10H-thieno[3,4-b][1,5]benzodiazepin-10-oneHCID 19845995HCID 19845995, compound

Product 1

HCID 539905114,9-Dihydro-3-methyl-4-[[[2-[4-[4-(piperidin-l-yl)butyl]-piperidin-l-yl]ethyl]amino]carbonyl]-10H-thieno[3,4-b][1,5]benzodiazepin-10-oneYield 20%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Prepared analogously to Example 1 from 4-(chlorocarbonyl)-4,9-dihydro-3-methyl-10H-thieno[3,4-b][1,5]benzodiazepin-10-one and 2-[4-[4-(piperidin-l-yl)butyl]-piperidin-l-yl]ethanamine in a yield of 20% of theory. Colourless crystals, m.p. 186°-187° C. (acetonitrile).

Sources & evidence

ORD record
ord-58ae047251234c4bab5571b269399de5
Source dataset
uspto-grants-1989_10
Patent number
US04873236

Reaction notes

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