Diisopropyl Ether → 11-[[[2-[2-[(Diethylamino)methyl]-piperidin-1-yl]ethyl]amino]carbonyl]-5,11-dihydro-8-ethyl-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one

HRID 2351401Notes

Reaction equation

HRID 2351401 reaction equation
Cl[C:2]([N:4]1[C:10]2[CH:11]=[CH:12][C:13]([CH2:15][CH3:16])=[CH:14][C:9]=2[C:8](=[O:17])[NH:7][C:6]2[CH:18]=[CH:19][CH:20]=[N:21][C:5]1=2)=[O:3].[CH2:22]([N:24]([CH2:27][CH:28]1[CH2:33][CH2:32][CH2:31][CH2:30][N:29]1[CH2:34][CH2:35][NH2:36])[CH2:25][CH3:26])[CH3:23].C(OC(C)C)(C)C>>[CH2:22]([N:24]([CH2:27][CH:28]1[CH2:33][CH2:32][CH2:31][CH2:30][N:29]1[CH2:34][CH2:35][NH:36][C:2]([N:4]1[C:10]2[CH:11]=[CH:12][C:13]([CH2:15][CH3:16])=[CH:14][C:9]=2[C:8](=[O:17])[NH:7][C:6]2[CH:18]=[CH:19][CH:20]=[N:21][C:5]1=2)=[O:3])[CH2:25][CH3:26])[CH3:23]

Participants

4

Reactant 3

HCID 7914Diisopropyl EtherHCID 1420997911-(chlorocarbonyl)-5,11-dihydro-8-ethyl-6H-pyrido[2,3-b][1,4]benzodiazepin-6-oneHCID 142100002-[2-[(Diethylamino)methyl]piperidin-1-yl]ethanamine

Product 1

HCID 1421005011-[[[2-[2-[(Diethylamino)methyl]-piperidin-1-yl]ethyl]amino]carbonyl]-5,11-dihydro-8-ethyl-6H-pyrido[2,3-b][1,4]benzodiazepin-6-oneYield 70%

Procedure

Prepared analogously to Example 2 from 11-(chlorocarbonyl)-5,11-dihydro-8-ethyl-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one and 2-[2-[(diethylamino)methyl]-piperidin-1-yl]ethanamine in a yield of 70% of theory. Colourless crystals, m.p. 124°-126° C. (diisopropylether).

Sources & evidence

ORD record
ord-09099b76260e4593a15706faf34ccd50
Source dataset
uspto-grants-1989_10
Patent number
US04873236

Reaction notes

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