4-(2-Morpholinoethoxy)aniline → HCID 11453203, compound

HRID 2375020Notes

Reaction equation

HRID 2375020 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)=N2.[N:39]1([CH2:45][CH2:46][O:47][C:48]2[CH:53]=[CH:52][C:51]([NH2:54])=[CH:50][CH:49]=2)[CH2:44][CH2:43][O:42][CH2:41][CH2:40]1>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:54][C:51]1[CH:52]=[CH:53][C:48]([O:47][CH2:46][CH2:45][N:39]3[CH2:40][CH2:41][O:42][CH2:43][CH2:44]3)=[CH:49][CH:50]=1)=[N:6]2

Participants

5

Reactant 3

HCID 64847114-(2-Morpholinoethoxy)anilineHCID 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 11453203HCID 11453203, compoundYield 39.6%

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) (50 mg, 0.17 mmol), (4-{[2-(4-morpholinyl)ethyl]oxy}phenyl)amine (38.5 mg, 0.17 mmol) and ethanol (2.5 mL) to afford 5-methyl-N-(4-{[2-(4-morpholinyl)ethyl]oxy}phenyl)-7-phenylimidazo[5,1-f][1,2,4]triazin-2-amine (29 mg) as a yellow solid. MS m/z 431 (M+1).

Sources & evidence

ORD record
ord-b8a87db4abfd497cbb50aa5df9a305c0
Source dataset
uspto-grants-2008_12
Patent number
US07462614B2

Reaction notes

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