Methylamine → HCID 178462461, compound

HRID 1078548Notes

Reaction equation

HRID 1078548 reaction equation
[CH3:1][NH2:2].[CH3:3][C:4]1[CH:5]=[C:6]([CH3:29])[C:7]2[N:8]=[C:9](OS(C(F)(F)F)(=O)=O)[C:10]3[CH:20]=[CH:19][CH:18]=[N:17][C:11]=3[N:12]([CH2:15][CH3:16])[C:13]=2[N:14]=1>C(Cl)Cl.C(OCC)(=O)C>[CH3:3][C:4]1[CH:5]=[C:6]([CH3:29])[C:7]2[N:8]=[C:9]([NH:2][CH3:1])[C:10]3[CH:20]=[CH:19][CH:18]=[N:17][C:11]=3[N:12]([CH2:15][CH3:16])[C:13]=2[N:14]=1

Participants

5

Reactant 2

HCID 6329MethylamineHCID 19427674HCID 19427674, compound

Product 1

HCID 178462461HCID 178462461, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8857Ethyl AcetateSolvent

Procedure

Methylamine (3 mL) was added to a solution of 2,4-dimethyl-11-ethyl-6-trifluoromethane-sulfonyloxy-11H-dipyrido[3,2-b:2',3'-e][1,4]diazepine (0.16 g, 0.4 mmole) in methylene chloride (0.5 mL). The mixture was sealed in a pressure bottle and stirred at room temperature for 4 days. The mixture was diluted with ethyl acetate, washed with water, dried, filtered and concentrated in vacuo to give crude product. This was purified by chromatography over silica gel (eluted 10% ethyl acetate/methylene chloride) and recrystallized from ethyl acetate/hexane to give 0.016 g of the title compound, m.p. 128°-130° C.

Workup

  1. customThe mixture was sealed in a pressure bottle
  2. washwashed with water
  3. customdried
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customto give crude product
  7. customThis was purified by chromatography over silica gel (eluted 10% ethyl acetate/methylene chloride)
  8. customrecrystallized from ethyl acetate/hexane

Sources & evidence

ORD record
ord-a5511c7de3ba4955bf74c922128a456c
Source dataset
uspto-grants-1996_08
Patent number
US05550117

Reaction notes

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