Diisopropyl Ether → 4-[[[2-[4-[3-(Dipropylamino)propyl]-piperidin-l-yl]ethyl]amino]carbonyl]-4,9-dihydro-3-methyl-10H-thieno[3,4-b][1,5]benzodiazepin-10-one

HRID 2351433Notes

Reaction equation

HRID 2351433 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].[CH2:20]([N:23]([CH2:36][CH2:37][CH3:38])[CH2:24][CH2:25][CH2:26][CH:27]1[CH2:32][CH2:31][N:30]([CH2:33][CH2:34][NH2:35])[CH2:29][CH2:28]1)[CH2:21][CH3:22].C(OC(C)C)(C)C>>[CH2:36]([N:23]([CH2:20][CH2:21][CH3:22])[CH2:24][CH2:25][CH2:26][CH:27]1[CH2:32][CH2:31][N:30]([CH2:33][CH2:34][NH:35][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])[CH2:29][CH2:28]1)[CH2:37][CH3:38]

Participants

4

Reactant 3

HCID 7914Diisopropyl EtherHCID 142099804-chlorocarbonyl-4,9-dihydro-3-methyl-10H-thieno[3,4-b][1,5]benzodiazepin-10-oneHCID 198460112-[4-[3-(Dipropylamino)propyl]-piperidin-1-yl]ethanamine

Product 1

HCID 544052964-[[[2-[4-[3-(Dipropylamino)propyl]-piperidin-l-yl]ethyl]amino]carbonyl]-4,9-dihydro-3-methyl-10H-thieno[3,4-b][1,5]benzodiazepin-10-oneYield 42%

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-[3-(dipropylamino)propyl]-piperidin-l-yl]ethanamine in a yield of 42% of theory. Colourless crystals, m.p. 114°-115° C. (diisopropyl ether).

Sources & evidence

ORD record
ord-84bbaae2a62a4734ad8a93ae4a94245d
Source dataset
uspto-grants-1989_10
Patent number
US04873236

Reaction notes

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