Methylamine → 1-(5-((Methylamino)methyl)-3-nitro-1H-pyrazol-1-yl)propan-2-ol

HRID 1022064Notes

Reaction equation

HRID 1022064 reaction equation
Br[CH2:2][C:3]1[N:7]([CH2:8][CH:9]([OH:11])[CH3:10])[N:6]=[C:5]([N+:12]([O-:14])=[O:13])[CH:4]=1.[CH3:15][NH2:16]>ClCCl>[CH3:15][NH:16][CH2:2][C:3]1[N:7]([CH2:8][CH:9]([OH:11])[CH3:10])[N:6]=[C:5]([N+:12]([O-:14])=[O:13])[CH:4]=1

Participants

4

Reactant 2

HCID 6329MethylamineHCID 866844781-(5-(Bromomethyl)-3-nitro-1H-pyrazol-1-yl)propan-2-ol

Product 1

HCID 866844771-(5-((Methylamino)methyl)-3-nitro-1H-pyrazol-1-yl)propan-2-olYield 78%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 250b (3.0 g, 11.4 mmol) in dichloromethane (30 mL) was added the solution of CH3NH2 (3.0 g, 34.2 mmol, 35% in water). This reaction mixture was stirred at room temperature for 1 h. Then the organic layer was separated, dried over Na2SO4, and filtered. The filtrate was concentrated under reduced pressure to afford 250c (1.9 g, 78%) as yellow solid. MS-ESI: [M+H]+ 215.3

Workup

  1. customThen the organic layer was separated
  2. dry with materialdried over Na2SO4
  3. filtrationfiltered
  4. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-4812ee090535468c9d136cfc03296ebd
Source dataset
uspto-grants-2014_05
Patent number
US08716274B2

Reaction notes

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