Phosphorus oxychloride → HCID 58711941, compound

HRID 2374990Notes

Reaction equation

HRID 2374990 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9][C:10]2[N:11]=[N:12][C:13]([CH:16]([NH:18][C:19]([C:21]3[O:22][CH:23]=[CH:24][CH:25]=3)=O)[CH3:17])=[CH:14][N:15]=2)=[CH:5][CH:4]=1.P(Cl)(Cl)(Cl)=O>ClCCCl>[O:22]1[CH:23]=[CH:24][CH:25]=[C:21]1[C:19]1[N:12]2[C:13]([CH:14]=[N:15][C:10]([NH:9][C:6]3[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=3)=[N:11]2)=[C:16]([CH3:17])[N:18]=1

Participants

4

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 58711967HCID 58711967, compound2×

Product 1

HCID 58711941HCID 58711941, compoundYield 24.9%

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

Applying the Cyclization Procedure 1, using N[1-(3-{[4-(methyloxy)phenyl]amino}-1,2,4-triazin-6-yl)ethyl]-2-furancarboxamide (Intermediate 59) (85 mg, 0.25 mmol), 1,2-dichloroethane (5 mL) and phosphorus oxychloride (0.19 mL, 2.04 mmol), to afford 7-(2-furanyl)-5-methyl-N-[4-(methyloxy)phenyl]imidazo[5,1-f][1,2,4]triazin-2-amine (20 mg) as a yellow solid. MS m/z 322 (M+1).

Sources & evidence

ORD record
ord-624ca9679b1543f097e11aa7ed579ed1
Source dataset
uspto-grants-2008_12
Patent number
US07462614B2

Reaction notes

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