2-Methylpiperidine → 11-[2-(2-methylpiperidin-1-yl)acetyl]-6,11-dihydro-5H-pyrido[2,3-b][1,5]benzodiazepin-5-one

HRID 637284Notes

Reaction equation

HRID 637284 reaction equation
Cl[CH2:2][C:3]([N:5]1[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[NH:9][C:8](=[O:16])[C:7]2[CH:17]=[CH:18][CH:19]=[N:20][C:6]1=2)=[O:4].[CH3:21][CH:22]1[CH2:27][CH2:26][CH2:25][CH2:24][NH:23]1>O1CCOCC1>[CH3:21][CH:22]1[CH2:27][CH2:26][CH2:25][CH2:24][N:23]1[CH2:2][C:3]([N:5]1[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[NH:9][C:8](=[O:16])[C:7]2[CH:17]=[CH:18][CH:19]=[N:20][C:6]1=2)=[O:4]

Participants

4

Reactant 2

HCID 79742-MethylpiperidineHCID 1980421711-(chloroacetyl)-6,11-dihydro-5H-pyrido[2,3-b][1,5]benzodiazepin-5-one

Product 1

HCID 2025675711-[2-(2-methylpiperidin-1-yl)acetyl]-6,11-dihydro-5H-pyrido[2,3-b][1,5]benzodiazepin-5-oneYield 37.2%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A suspension of 11-(2-chloroacetyl)-6,11-dihydro-5H-pyrido[2,3-b][1,5]benzodiazepin-5-one (2.9 g) and 2-methylpiperidine (2.37 ml) in dioxane (30 ml) was refluxed under stirred for two hours. After cooling and filtration, the collected solid was crystallized from absolute ethanol to give 1.3 g (37.2%) of 11-[2-(2-methylpiperidin-1-yl)acetyl]-6,11-dihydro-5H-pyrido[2,3-b][1,5]benzodiazepin-5-one melting at 248°-249° C. (dec.).

Workup

  1. temperaturewas refluxed
  2. temperatureAfter cooling
  3. filtrationfiltration
  4. customthe collected solid was crystallized from absolute ethanol

Sources & evidence

ORD record
ord-cdc1ba043d5e43c782f566179b40e664
Source dataset
uspto-grants-1985_12
Patent number
US04556653

Reaction notes

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