4-Aminoacetanilide → HCID 58712008, compound

HRID 2375013Notes

Reaction equation

HRID 2375013 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.[CH3:39][C:40]([NH:42][C:43]1[CH:48]=[CH:47][C:46]([NH2:49])=[CH:45][CH:44]=1)=[O:41]>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:49][C:46]1[CH:45]=[CH:44][C:43]([NH:42][C:40](=[O:41])[CH3:39])=[CH:48][CH:47]=1)=[N:6]2

Participants

5

Reactant 3

HCID 312304-AminoacetanilideHCID 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 58712008HCID 58712008, compoundYield 31.2%

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-aminoacetanilide (26 mg, 0.17 mmol) and ethanol (2.5 mL) to afford N-{4-[(5-methyl-7-phenylimidazo[5,1-f][1,2,4]triazin-2-yl)amino]phenyl}acetamide (19 mg) as a yellow solid. MS m/z 359 (M+1).

Sources & evidence

ORD record
ord-d9807269f6d949fcb7f5b861f5215447
Source dataset
uspto-grants-2008_12
Patent number
US07462614B2

Reaction notes

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