N-Methylethylenediamine → HCID 58863280, compound

HRID 2233007Notes

Reaction equation

HRID 2233007 reaction equation
[CH3:1][NH:2][CH2:3][CH2:4][NH2:5].Cl[C:7]1[CH:12]=[CH:11]C(C(F)(F)F)=[CH:9][N:8]=1.C([N:20](C(C)C)CC)(C)C>C1(C)C=CC=CC=1>[CH3:1][NH:2][CH2:3][CH2:4][NH:5][C:9]1[N:8]=[CH:7][CH:12]=[CH:11][N:20]=1

Participants

5

Reactant 3

HCID 8014N-MethylethylenediamineHCID 81531DiisopropylethylamineHCID 923422-Chloro-5-(trifluoromethyl)pyridine

Product 1

HCID 58863280HCID 58863280, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of 100 mg of N-methylethylenediamine, 245 mg of 2-chloro-5-trifluoromethylpyridine and 261 mg of diisopropylethylamine in toluene was heated at 110° C. for 18 h. The reaction mixture was concentrated, poured into water, and extracted with 10% IPA/chloroform. The organic extracts were dried over sodium sulfate, filtered, and concentrated to provide the desired title compound contaminated with <3% of the bis-substituted dimer. MS (M+H)+=220.2.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. additionpoured into water
  3. extractionextracted with 10% IPA/chloroform
  4. dry with materialThe organic extracts were dried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-47f969099e454851893f26cc99bec17a
Source dataset
uspto-grants-2010_05
Patent number
US07709473B2

Reaction notes

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