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11-[3-(Benzylamino)propionyl]-5,11-dihydro-6H-pyrido[2,3-b]-[1,4]benzodiazepin-6-one → 11-(3-Aminopropionyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one

HRID 2057384
Notes
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Reaction equation

HRID 2057384 reaction equation
C([NH:8][CH2:9][CH2:10][C:11]([N:13]1[C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=2[C:17](=[O:24])[NH:16][C:15]2[CH:25]=[CH:26][CH:27]=[N:28][C:14]1=2)=[O:12])C1C=CC=CC=1>C(O)C.[Pd]>[NH2:8][CH2:9][CH2:10][C:11]([N:13]1[C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=2[C:17](=[O:24])[NH:16][C:15]2[CH:25]=[CH:26][CH:27]=[N:28][C:14]1=2)=[O:12]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 1

HCID 2033201911-[3-(Benzylamino)propionyl]-5,11-dihydro-6H-pyrido[2,3-b]-[1,4]benzodiazepin-6-one

Product 1

HCID 2033203511-(3-Aminopropionyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

16.4 gm of 11-[3-(benzylamino)propionyl]-5,11-dihydro-6H-pyrido-[2.3-b][1,4]benzodiazepin-6-one (prepared according to Example 6), together with 3 g of palladium-on-charcoal, were hydrogenated in 300 ml of absolute ethanol for 7 hours at 70° C. and 5 atm. Then the catalyst was filtered off, the alcohol was distilled off, and the residue was purified on a column. After evaporation of the eluate, the residue was recrystallized from ethanol.

Workup

  1. filtrationThen the catalyst was filtered off
  2. distillationthe alcohol was distilled off
  3. customthe residue was purified on a column
  4. customAfter evaporation of the eluate
  5. customthe residue was recrystallized from ethanol

Sources & evidence

ORD record
ord-0db5ae37453b45eca12ec8deb09ce185
Source dataset
uspto-grants-1980_07
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04210648

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes