Diisopropyl Ether → 5,10-Dihydro-5-[[[2-[2-[(dimethylamino)methyl]-piperidin-1-yl]ethyl]amino]carbonyl]-11H-dibenzo[b,e][1,4]diazepin-11-one

HRID 2351391Notes

Reaction equation

HRID 2351391 reaction equation
Cl[C:2]([N:4]1[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[C:8](=[O:15])[NH:7][C:6]2[CH:16]=[CH:17][CH:18]=[CH:19][C:5]1=2)=[O:3].[CH3:20][N:21]([CH2:23][CH:24]1[CH2:29][CH2:28][CH2:27][CH2:26][N:25]1[CH2:30][CH2:31][NH2:32])[CH3:22].C(OC(C)C)(C)C>>[CH3:22][N:21]([CH2:23][CH:24]1[CH2:29][CH2:28][CH2:27][CH2:26][N:25]1[CH2:30][CH2:31][NH:32][C:2]([N:4]1[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[C:8](=[O:15])[NH:7][C:6]2[CH:16]=[CH:17][CH:18]=[CH:19][C:5]1=2)=[O:3])[CH3:20]

Participants

4

Reactant 3

HCID 7914Diisopropyl EtherHCID 132767455-chlorocarbonyl-5,10-dihydro-11H-dibenzo[b,e][1,4]diazepin-11-oneHCID 142100022-(2-Dimethylaminomethyl-piperidin-1-yl)-ethylamine

Product 1

HCID 142100765,10-Dihydro-5-[[[2-[2-[(dimethylamino)methyl]-piperidin-1-yl]ethyl]amino]carbonyl]-11H-dibenzo[b,e][1,4]diazepin-11-oneYield 73%

Procedure

Prepared analogously to Example 2 from 5-(chlorocarbonyl)-5,10-dihydro-11H-dibenzo[b,e][1,4]diazepin-11-one and 2-[2-[(dimethylamino)methyl]-piperidin-1-yl]ethanamine in a yield of 73% of theory. Colourless crystals, m.p. 152°-154° C. (diisopropylether).

Sources & evidence

ORD record
ord-fa3110ebc8624b369ca40a1680d698ed
Source dataset
uspto-grants-1989_10
Patent number
US04873236

Reaction notes

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