5,10-Dihydro-11H-dibenzo(b,e)(1,4)diazepin-11-one → 5,10-Dihydro-5-[6-(1-piperidinyl)-hexyl]-11H-dibenzo[b,e][1,4]diazepin-11-one

HRID 1084711Notes

Reaction equation

HRID 1084711 reaction equation
[CH:1]1[C:11]2[C:10](=[O:12])[NH:9][C:8]3[CH:13]=[CH:14][CH:15]=[CH:16][C:7]=3[NH:6][C:5]=2[CH:4]=[CH:3][CH:2]=1.C([Li])CCC.Br[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][N:29]1[CH2:34][CH2:33][CH2:32][CH2:31][CH2:30]1>C(#N)C>[N:29]1([CH2:28][CH2:27][CH2:26][CH2:25][CH2:24][CH2:23][N:6]2[C:5]3[CH:4]=[CH:3][CH:2]=[CH:1][C:11]=3[C:10](=[O:12])[NH:9][C:8]3[CH:13]=[CH:14][CH:15]=[CH:16][C:7]2=3)[CH2:34][CH2:33][CH2:32][CH2:31][CH2:30]1

Participants

5

Reactant 3

HCID 2013275,10-Dihydro-11H-dibenzo(b,e)(1,4)diazepin-11-oneHCID 200624841-Bromo6-(1-piperidinyl)hexaneHCID 178418339Butyllithium

Product 1

HCID 145521025,10-Dihydro-5-[6-(1-piperidinyl)-hexyl]-11H-dibenzo[b,e][1,4]diazepin-11-oneYield 46%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Prepared analogously to Example 6 from 5,10-dihydro-11H-dibenzo[b,e][1,4]diazepin-11-one, n-butyl-lithium and 1-bromo-6-(1-piperidinyl)-hexane in a yield of 46% of theory. Colourless crystals, m.p. 124°-125° C. (from acetonitrile using activated charcoal).

Sources & evidence

ORD record
ord-d5a4a16994a4462f855dbe62861cad68
Source dataset
uspto-grants-1991_04
Patent number
US05006522

Reaction notes

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