11-(Chloroacetyl)-5,11-dihydro-6H-pyrido(2,3-b)(1,4)benzodiazepin-6-one → 5,11-Dihydro-11-[[3-[3-[(benzoyl)methylamino]propyl]-1-piperidinyl]acetyl]-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one

HRID 1684512Notes

Reaction equation

HRID 1684512 reaction equation
Cl[CH2:2][C:3]([N:5]1[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[C:9](=[O:16])[NH:8][C:7]2[CH:17]=[CH:18][CH:19]=[N:20][C:6]1=2)=[O:4].[C:21]([CH2:29][NH:30][CH2:31][CH2:32][CH2:33][CH:34]1[CH2:39][CH2:38][CH2:37][NH:36][CH2:35]1)(=[O:28])[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>>[C:21]([CH2:29][NH:30][CH2:31][CH2:32][CH2:33][CH:34]1[CH2:39][CH2:38][CH2:37][N:36]([CH2:2][C:3]([N:5]2[C:11]3[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=3[C:9](=[O:16])[NH:8][C:7]3[CH:17]=[CH:18][CH:19]=[N:20][C:6]2=3)=[O:4])[CH2:35]1)(=[O:28])[C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1

Participants

3

Reactant 2

HCID 12005311-(Chloroacetyl)-5,11-dihydro-6H-pyrido(2,3-b)(1,4)benzodiazepin-6-oneHCID 190394303-[3-[(Benzoyl)methylamino]-propyl]piperidine

Product 1

HCID 190393925,11-Dihydro-11-[[3-[3-[(benzoyl)methylamino]propyl]-1-piperidinyl]acetyl]-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one

Procedure

Prepared analogously to Example 8 from 11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]-benzodiazepin-6-one and 3-[3-[(benzoyl)methylamino]-propyl]piperidine. Purification is carried out by chromatography on silica gel using a mixture of methylene chloride/methanol =99:1 as eluant.

Workup

  1. customPurification
  2. additiona mixture of methylene chloride/methanol =99:1 as eluant

Sources & evidence

ORD record
ord-32559048a85241ee9e6f649988cfdb0a
Source dataset
uspto-grants-1997_06
Patent number
US05641772

Reaction notes

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