Methylamine → HCID 178485096, compound

HRID 859855Notes

Reaction equation

HRID 859855 reaction equation
CN.[Cl:3][C:4]1[N:9]=[CH:8][C:7]([CH2:10][NH:11][C:12](=[O:27])[C:13](Cl)=[N:14][NH:15][C:16]2[CH:21]=[CH:20][C:19]([C:22]([F:25])([F:24])[F:23])=[CH:18][CH:17]=2)=[CH:6][CH:5]=1.[CH2:28]([N:30](CC)CC)C>O1CCCC1>[Cl:3][C:4]1[N:9]=[CH:8][C:7]([CH2:10][NH:11][C:12](=[O:27])[C:13]([NH:30][CH3:28])=[N:14][NH:15][C:16]2[CH:21]=[CH:20][C:19]([C:22]([F:25])([F:24])[F:23])=[CH:18][CH:17]=2)=[CH:6][CH:5]=1

Participants

5

Reactant 3

HCID 6329Methylamine2×HCID 8471TriethylamineHCID 86600616HCID 86600616, compound

Product 1

HCID 178485096HCID 178485096, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

40% aqueous solution of methylamine (78 mg, 1.0 mmol) was gradually added to a solution of N-(6-chloro-3-pyridylmethyl)-2-chloro-2-(4-trifluoromethylphenyl hydrazono) acetic acid amide (Compound No. 5) (0.4 g, 1 mmol) and triethylamine (0.1 g, 1 mmol) in tetrahydrofuran (10 ml) and left at room temperature overnight. Further, 40% aqueous solution of methylamine (10 mg, 0.13 mmol) was added and stirred at room temperature for 1 hour, and thereafter subjected to extraction by adding ethyl acetate and water. The organic phase was washed with a saturated brine, and then dried on anhydrous sodium sulfate. The resulting residue was purified with a silica gel chromatography to obtain N-(6-chloro-3-pyridylmethyl)-2-methylamino-2-(4-trifluoromethylphenyl hydrazono) acetic acid amide (Compound No. 191) (0.13 g, 0.34 mmol, 34%).

Workup

  1. extractionsubjected to extraction
  2. additionby adding ethyl acetate and water
  3. washThe organic phase was washed with a saturated brine
  4. dry with materialdried on anhydrous sodium sulfate
  5. customThe resulting residue was purified with a silica gel chromatography

Sources & evidence

ORD record
ord-c1f95c648e3d4825bd6a0166421ec734
Source dataset
uspto-grants-2006_12
Patent number
US07153815B2

Reaction notes

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