Methylamine → HCID 18613744, compound

HRID 705115Notes

Reaction equation

HRID 705115 reaction equation
Br[CH:2]([C:4]1[N:9]([C:10]2[CH:15]=[CH:14][C:13]([F:16])=[CH:12][CH:11]=2)[C:8](=[O:17])[CH:7]=[CH:6][N:5]=1)[CH3:3].[CH3:18][NH2:19]>C(O)C>[F:16][C:13]1[CH:14]=[CH:15][C:10]([N:9]2[C:8](=[O:17])[CH:7]=[CH:6][N:5]=[C:4]2[CH:2]([NH:19][CH3:18])[CH3:3])=[CH:11][CH:12]=1

Participants

4

Reactant 2

HCID 6329MethylamineHCID 18613742HCID 18613742, compound

Product 1

HCID 18613744HCID 18613744, compoundYield 76%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The bromide (25) (190 mg, 0.64 mmol) was dissolved in a 33% solution of methylamine in ethanol (5 mL) and stirred at ambient temperature. After 3.5 h, the solvent and excess methylamine were evaporated under reduced pressure and residue was partitioned between water (10 mL) and dichloromethane (10 mL). The organic layer was washed again with water (10 mL), dried (MgSO4), and concentrated to give the title amine (26) (120 mg, 76%) as a yellow oil:

Workup

  1. customthe solvent and excess methylamine were evaporated under reduced pressure and residue
  2. customwas partitioned between water (10 mL) and dichloromethane (10 mL)
  3. washThe organic layer was washed again with water (10 mL)
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-d5e22bc9ef9c4a6e98334eb416a94b89
Source dataset
uspto-grants-2015_11
Patent number
US09173869B2

Reaction notes

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