1-Methylpiperazine → HCID 53779434, compound

HRID 1902480Notes

Reaction equation

HRID 1902480 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[N:17]([CH3:21])[C:18]([CH3:20])=[CH:19][C:6]1=2)=[O:4].[CH3:22][N:23]1[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]1.C(=O)(O)[O-].[Na+]>O1CCOCC1>[CH3:21][N:17]1[C:7]2[C:8](=[O:16])[NH:9][C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=3[N:5]([C:3](=[O:4])[CH2:2][N:26]3[CH2:27][CH2:28][N:23]([CH3:22])[CH2:24][CH2:25]3)[C:6]=2[CH:19]=[C:18]1[CH3:20]

Participants

5

Reactant 3

HCID 531671-MethylpiperazineHCID 516892Sodium BicarbonateHCID 20515515HCID 20515515, compound

Product 1

HCID 53779434HCID 53779434, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution of 303 mg (0.001 mole) of 4-chloroacetyl-1,2-dimethyl-1,4,9,10-tetrahydropyrrolo[3,2-b][1,5]benzodiazepin-10-one and 200 mg (0.002 mole) of N-methylpiperazine in 10 ml of dry dioxane is boiled under reflux for 2 hours. 20 ml of saturated aqueous sodium bicarbonate solution are added thereto, and then the mixture is extracted several times with ethyl acetate. The combined extracts are dried over sodium sulfate and concentrated in vacuo. The resulting oil is chromatographed on neutral silica gel (methylene chloride/methanol). Yield: 280 mg.

Workup

  1. temperatureunder reflux for 2 hours
  2. extractionthe mixture is extracted several times with ethyl acetate
  3. dry with materialThe combined extracts are dried over sodium sulfate
  4. concentrationconcentrated in vacuo
  5. customThe resulting oil is chromatographed on neutral silica gel (methylene chloride/methanol)

Sources & evidence

ORD record
ord-c9b9d14daf904c3bbac4162e4a953ef1
Source dataset
uspto-grants-1982_12
Patent number
US04363816

Reaction notes

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