Diisopropyl Ether → 5-[[[3-[2-[(Diethylamino)methyl]-piperidin-1-yl]propyl]amino]carbonyl]-5,10-dihydro-11H-dibenzo[b,e][1,4]diazepin-11-one

HRID 2351390Notes

Reaction equation

HRID 2351390 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].[CH2:20]([N:22]([CH2:25][CH:26]1[CH2:31][CH2:30][CH2:29][CH2:28][N:27]1[CH2:32][CH2:33][CH2:34][NH2:35])[CH2:23][CH3:24])[CH3:21].C(OC(C)C)(C)C>O>[CH2:20]([N:22]([CH2:25][CH:26]1[CH2:31][CH2:30][CH2:29][CH2:28][N:27]1[CH2:32][CH2:33][CH2:34][NH:35][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])[CH2:23][CH3:24])[CH3:21]

Participants

5

Reactant 3

HCID 7914Diisopropyl EtherHCID 132767455-chlorocarbonyl-5,10-dihydro-11H-dibenzo[b,e][1,4]diazepin-11-oneHCID 142100013-[2-[(Diethylamino)methyl]-piperidin-1-yl]propanamine

Product 1

HCID 142100755-[[[3-[2-[(Diethylamino)methyl]-piperidin-1-yl]propyl]amino]carbonyl]-5,10-dihydro-11H-dibenzo[b,e][1,4]diazepin-11-oneYield 54%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Prepared analogously to Example 2 from 5-chlorocarbonyl-5,10-dihydro-11H-dibenzo[b,e][1,4]diazepin-11-one and 3-[2-[(diethylamino)methyl]-piperidin-1-yl]propanamine in a yield of 54% of theory, m.p. 148.0°-149.5° C. (diisopropylether). Soluble in water.

Sources & evidence

ORD record
ord-3ea14e7a86624a77806c869edbd6554b
Source dataset
uspto-grants-1989_10
Patent number
US04873236

Reaction notes

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