Triethylamine → HCID 58711981, compound

HRID 2375019Notes

Reaction equation

HRID 2375019 reaction equation
[CH3:1][C:2]1[N:3]=[C:4]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[N:5]2[C:10]=1[CH:9]=[N:8][C:7](SC)=[N:6]2.CC1N=C(C2C=CC=CC=2)N2C=1C=NC(S(C)(=O)=[O:30])=N2.Cl.[CH:40]1([NH2:46])[CH2:45][CH2:44]C[CH2:42][CH2:41]1.C(N(CC)CC)C>C(O)C>[CH3:1][C:2]1[N:3]=[C:4]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[N:5]2[C:10]=1[CH:9]=[N:8][C:7]([NH:46][CH:40]1[CH2:45][CH2:44][O:30][CH2:42][CH2:41]1)=[N:6]2

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 2723770Cyclohexylamine hydrochlorideHCID 534718325-Methyl-2-(methylthio)-7-phenylimidazo[5,1-F][1,2,4]triazineHCID 534718335-Methyl-2-(methylsulfonyl)-7-phenylimidazo[5,1-F][1,2,4]triazine

Product 1

HCID 58711981HCID 58711981, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Applying the displacement procedure, using 5-methyl-2-(methylthio)-7-phenylimidazo[5,1-f][1,2,4]triazine (Intermediate 72) (45 mg, 0.16 mmol), cyclohexylamine hydrochloride (21.5 mg, 0.16 mmol) and ethanol (2.5 mL) except that after 1 h, the mixture was treated with triethylamine (0.022 mL, 0.16 mmol), and heating continued for 0.5 h, to afford 5-methyl-7-phenyl-N-(tetrahydro-2H-pyran-4-yl)imidazo[5,1-f][1,2,4]triazin-2-amine (15 mg) as a yellow solid. MS m/z 310 (M+1).

Workup

  1. customafter 1 h
  2. temperatureheating

Sources & evidence

ORD record
ord-98a2cde8a2874f038f277074f93a3d97
Source dataset
uspto-grants-2008_12
Patent number
US07462614B2

Reaction notes

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