4-Methylpiperidine → HCID 19424606, compound

HRID 1755644Notes

Reaction equation

HRID 1755644 reaction equation
[CH3:1][CH:2]1[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.Cl.Cl[C:10]1[C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=2[N:14]([CH3:21])[C:13](=[O:22])[CH2:12][N:11]=1.C(=O)(O)[O-].[Na+]>ClCCl>[CH3:21][N:14]1[C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[C:10]([N:5]2[CH2:6][CH2:7][CH:2]([CH3:1])[CH2:3][CH2:4]2)=[N:11][CH2:12][C:13]1=[O:22]

Participants

5

Reactant 3

HCID 693814-MethylpiperidineHCID 516892Sodium BicarbonateHCID 21467080HCID 21467080, compound

Product 1

HCID 19424606HCID 19424606, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

4-Methyl piperidine (1.56 g) was added to a solution of crude 5-chloro-1,2-dihydro-1-methyl-3H-1,4-benzodiazepin-2-one hydrochloride (0.005 mol) in dichloromethane (50 ml) cooled in ice. After warming to room temperature, sodium bicarbonate solution (20 ml) was added. The organic phase was separated, dried (Na2SO4) and evaporated to give an orange oil which was purified by column chromatography on silica with CH2Cl2 ∆CH2Cl2 :MeOH 95:5 as eluant to afford product.

Workup

  1. temperaturecooled in ice
  2. customThe organic phase was separated
  3. dry with materialdried (Na2SO4)
  4. customevaporated
  5. customto give an orange oil which
  6. customwas purified by column chromatography on silica with CH2Cl2 ∆CH2Cl2 :MeOH 95:5 as eluant
  7. customto afford product

Sources & evidence

ORD record
ord-9efe820138cc49b3913ac1e69cd4fa83
Source dataset
uspto-grants-1995_08
Patent number
US05438055

Reaction notes

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