N-Methylcyclohexylamine → HCID 86618026, compound

HRID 2112971Notes

Reaction equation

HRID 2112971 reaction equation
[CH3:1][NH:2][CH:3]1[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1.Cl[C:10]1[N:15]2[N:16]=[C:17]([NH2:19])[N:18]=[C:14]2[CH:13]=[C:12]([C:20]2[CH:21]=[N:22][CH:23]=[CH:24][CH:25]=2)[CH:11]=1>>[CH:3]1([N:2]([CH3:1])[C:10]2[N:15]3[N:16]=[C:17]([NH2:19])[N:18]=[C:14]3[CH:13]=[C:12]([C:20]3[CH:21]=[N:22][CH:23]=[CH:24][CH:25]=3)[CH:11]=2)[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1

Participants

3

Reactant 2

HCID 7514N-MethylcyclohexylamineHCID 57643138HCID 57643138, compound

Product 1

HCID 86618026HCID 86618026, compound

Procedure

A mixture of N-methyl-cyclohexylamine (4 mL) and 5-chloro-7-pyridin-3-yl-[1,2,4]triazolo[1,5-a]pyridin-2-ylamine, which may be produced as in Example 1A, (300 mg, 1.22 mmol) was microwaved at 200° C. for 3 h. On cooling, the product was triturated with toluene/cyclohexane then taken up in CH2Cl2 and washed with aqueous Na2CO3. The organic layer was separated, dried (MgSO4), and concentrated to produce N5-cyclohexyl-N5-methyl-7-pyridin-3-yl-[1,2,4]triazolo[1,5-a]pyridine-2,5-diamine. MS m/z 323 (M+H+).

Workup

  1. custommay be produced as in Example 1A, (300 mg, 1.22 mmol)
  2. customwas microwaved at 200° C. for 3 h
  3. temperatureOn cooling
  4. customthe product was triturated with toluene/cyclohexane
  5. washwashed with aqueous Na2CO3
  6. customThe organic layer was separated
  7. dry with materialdried (MgSO4)
  8. concentrationconcentrated

Sources & evidence

ORD record
ord-f44557eb6c2b42d5b86c1bc23b6c81e8
Source dataset
uspto-grants-2009_04
Patent number
US07524860B2

Reaction notes

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