Phosphorus oxychloride → HCID 11174936, compound

HRID 2375025Notes

Reaction equation

HRID 2375025 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([NH:9][C:10]2[N:11]=[N:12][C:13]([CH:16]([NH:18][C:19](=O)[C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[CH3:17])=[CH:14][N:15]=2)[CH:6]=[CH:7][CH:8]=1.P(Cl)(Cl)(Cl)=O>ClCCCl>[CH3:17][C:16]1[N:18]=[C:19]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[N:12]2[C:13]=1[CH:14]=[N:15][C:10]([NH:9][C:5]1[CH:6]=[CH:7][CH:8]=[C:3]([O:2][CH3:1])[CH:4]=1)=[N:11]2

Participants

4

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 58711928HCID 58711928, compound2×

Product 1

HCID 11174936HCID 11174936, compoundYield 5.7%

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

Applying the Cyclization Procedure 1, using N-[1-(3-{[3-(methyloxy)phenyl]amino}-1,2,4-triazin-6-yl)ethyl]benzamide (Intermediate 74) (55 mg, 0.16 mmol), 1,2-dichloroethane (5 mL) and phosphorus oxychloride (0.20 mL, 2.14 mmol), to afford 5-methyl-N-[3-(methyloxy)phenyl]-7-phenylimidazo[5,1-f][1,2,4]triazin-2-amine (3 mg) as a yellow solid. MS m/z 332 (M+1).

Sources & evidence

ORD record
ord-03244165600747f18e14a6858f43d768
Source dataset
uspto-grants-2008_12
Patent number
US07462614B2

Reaction notes

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