Phosphorus oxychloride → HCID 58711963, compound

HRID 2375004Notes

Reaction equation

HRID 2375004 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:25]=[CH:26][CH:27]=1)[C:5]([NH:7][CH:8]([C:10]1[N:15]=[N:14][C:13]([NH:16][C:17]2[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[CH:19][CH:18]=2)=[N:12][CH:11]=1)[CH3:9])=O.P(Cl)(Cl)(Cl)=O>ClCCCl>[F:1][C:2]1[CH:3]=[C:4]([C:5]2[N:15]3[C:10]([CH:11]=[N:12][C:13]([NH:16][C:17]4[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[CH:19][CH:18]=4)=[N:14]3)=[C:8]([CH3:9])[N:7]=2)[CH:25]=[CH:26][CH:27]=1

Participants

4

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 58711984HCID 58711984, compound2×

Product 1

HCID 58711963HCID 58711963, compoundYield 20.4%

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

Applying the Cyclization Procedure 1, using 3-fluoro-N-[1-(3-{[4-(methyloxy)phenyl]amino}-1,2,4-triazin-6-yl)ethyl]benzamide (Intermediate 67) (130 mg, 0.35 mmol), 1,2-dichloroethane (5 mL) and phosphorus oxychloride (0.25 mL, 2.68 mmol), to afford 7-(3-fluorophenyl)-5-methyl-N-[4-(methyloxy)phenyl]imidazo[5,1-f][1,2,4]triazin-2-amine (25 mg) as a yellow solid. MS m/z 350 (M+1).

Sources & evidence

ORD record
ord-188f27486a62456fb2bf0885dc5a6afe
Source dataset
uspto-grants-2008_12
Patent number
US07462614B2

Reaction notes

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