Dimethylformamide → Mirtazapine

HRID 1671467Notes

Reaction equation

HRID 1671467 reaction equation
[N:1]1[C:6]2[NH:7][CH:8](N(CCCl)C)[C:9]3[CH:15]=[CH:14][CH:13]=[CH:12][C:10]=3[CH2:11][C:5]=2[CH:4]=[CH:3][CH:2]=1.[C:21]([O-])([O-])=O.[K+].[K+].[CH3:27][N:28]([CH:30]=O)[CH3:29]>>[CH3:29][N:28]1[CH2:27][CH:8]2[N:7]([C:6]3[N:1]=[CH:2][CH:3]=[CH:4][C:5]=3[CH2:11][C:10]3[CH:12]=[CH:13][CH:14]=[CH:15][C:9]=32)[CH2:21][CH2:30]1

Participants

4

Reactant 3

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 67339614HCID 67339614, compound

Product 1

HCID 4205Mirtazapine

Procedure

The crude 10,11-dihydro-5H-benzo[e]pyrido[2,3-b]azepine-10-yl-(2-chloroethyl)-methylamine obtained (some starting material present) was dissolved in DMF (10 ml). K2CO3 (800 mg) and Kl (500 mg) were added. The mixture was refluxed for 4 hours. Dilution with water (100 ml) and extraction with dichloromethane (2×100 ml) gave after drying with Na2SO4 and evaporation crude racemic mirtazapine as an oil.

Workup

  1. temperatureThe mixture was refluxed for 4 hours
  2. extractionDilution with water (100 ml) and extraction with dichloromethane (2×100 ml)
  3. customgave
  4. dry with materialafter drying with Na2SO4 and evaporation crude racemic mirtazapine as an oil

Sources & evidence

ORD record
ord-d05f32a8e48346cbb9ffd3805250145c
Source dataset
uspto-grants-2011_08
Patent number
US07994314B2

Reaction notes

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