Methylamine → HCID 22648743, compound

HRID 393160Notes

Reaction equation

HRID 393160 reaction equation
Cl[CH:2]([C:6]1[C:7]([C:12]([F:15])([F:14])[F:13])=[N:8][CH:9]=[N:10][CH:11]=1)[CH:3]([CH3:5])[CH3:4].[CH3:16][NH2:17]>C(O)(C)C>[CH3:16][NH:17][CH:2]([C:6]1[C:7]([C:12]([F:15])([F:14])[F:13])=[N:8][CH:9]=[N:10][CH:11]=1)[CH:3]([CH3:5])[CH3:4]

Participants

4

Reactant 2

HCID 6329MethylamineHCID 22648742HCID 22648742, compound

Product 1

HCID 22648743HCID 22648743, compoundYield 77%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

4.5 g (19 mmol) of 5-(1-chloro-2-methylpropyl)-4-trifluoromethylpyrimidine was dissolved in 50 ml of isopropyl alcohol, and 10 ml (161 mmol) of a 50% methylamine aqueous solution was added, followed by stirring at room temperature for 8 hours. The solvent was distilled off under reduced pressure, and 100 ml of water was added, followed by extraction with ethyl acetate. The obtained organic layer was washed with water and then dried over anhydrous magnesium sulfate. Ethyl acetate was distilled off under reduced pressure to obtain 3.4 g (yield: 77%) of 5-(1-(N-methylamino)-2-methylpropyl]-4-trifluoromethylpyrimidine as slightly yellow liquid (refractive index nD20: 1.4529).

Workup

  1. distillationThe solvent was distilled off under reduced pressure, and 100 ml of water
  2. additionwas added
  3. extractionfollowed by extraction with ethyl acetate
  4. washThe obtained organic layer was washed with water
  5. dry with materialdried over anhydrous magnesium sulfate
  6. distillationEthyl acetate was distilled off under reduced pressure

Sources & evidence

ORD record
ord-91087a98e80d475aa2b090dd5f3a38d5
Source dataset
uspto-grants-2004_10
Patent number
US06806230B1

Reaction notes

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