Phosphorus oxychloride → HCID 11417112, compound

HRID 2375000Notes

Reaction equation

HRID 2375000 reaction equation
[CH3:1][O:2][C:3]1[CH:28]=[CH:27][C:6]([C:7]([NH:9][CH:10]([C:12]2[N:17]=[N:16][C:15]([NH:18][C:19]3[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[CH:21][CH:20]=3)=[N:14][CH:13]=2)[CH3:11])=O)=[CH:5][CH:4]=1.P(Cl)(Cl)(Cl)=O>ClCCCl>[CH3:11][C:10]1[N:9]=[C:7]([C:6]2[CH:27]=[CH:28][C:3]([O:2][CH3:1])=[CH:4][CH:5]=2)[N:17]2[C:12]=1[CH:13]=[N:14][C:15]([NH:18][C:19]1[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[CH:21][CH:20]=1)=[N:16]2

Participants

4

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 58711962HCID 58711962, compound2×

Product 1

HCID 11417112HCID 11417112, compoundYield 73.8%

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

Applying the Cyclization Procedure 1, using 4-(methyloxy)-N-[1-(3-{[4-(methyloxy)phenyl]amino}-1,2,4-triazin-6-yl)ethyl]benzamide (Intermediate 65) (35 mg, 0.09 mmol), 1,2-dichloroethane (1.8 mL) and phosphorus oxychloride (0.068 mL, 0.73 mmol), to afford 5-methyl-N,7-bis[4-(methyloxy)phenyl]imidazo[5,1-f][1,2,4]triazin-2-amine (24 mg) as a yellow solid. MS m/z 362 (M+1).

Sources & evidence

ORD record
ord-a00a73e6fc694a7885a3abc6956c96c8
Source dataset
uspto-grants-2008_12
Patent number
US07462614B2

Reaction notes

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