Diisopropyl Ether → 4-[[3-[3-(Diethylamino)propyl]-1-piperidinyl]carbonyl]-4,9-dihydro-3-methyl-10H-thieno[3,4-b][1,5]benzodiazepin-10-one

HRID 2106699Notes

Reaction equation

HRID 2106699 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:22]([CH2:32][CH3:33])[CH2:23][CH2:24][CH2:25][CH:26]1[CH2:31][CH2:30][CH2:29][NH:28][CH2:27]1)[CH3:21].C(OC(C)C)(C)C>>[CH2:32]([N:22]([CH2:20][CH3:21])[CH2:23][CH2:24][CH2:25][CH:26]1[CH2:31][CH2:30][CH2:29][N:28]([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])[CH2:27]1)[CH3:33]

Participants

4

Reactant 3

HCID 7914Diisopropyl EtherHCID 142099804-chlorocarbonyl-4,9-dihydro-3-methyl-10H-thieno[3,4-b][1,5]benzodiazepin-10-oneHCID 150573013-[3-(Diethylamino)propyl]piperidine

Product 1

HCID 143696734-[[3-[3-(Diethylamino)propyl]-1-piperidinyl]carbonyl]-4,9-dihydro-3-methyl-10H-thieno[3,4-b][1,5]benzodiazepin-10-oneYield 34%

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-(diethylamino)propyl]piperidine in a yield of 34% of theory. Colourless crystals, m.p. 136.0°-137.5° C. (diisopropylether).

Sources & evidence

ORD record
ord-79ab8ef589c94ead864b387afb4b9da7
Source dataset
uspto-grants-1990_06
Patent number
US04931436

Reaction notes

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