Phosphorus oxychloride → HCID 11221801, compound

HRID 2374991Notes

Reaction equation

HRID 2374991 reaction equation
COC1C=CC(NC2N=NC(C(NC(C3OC=CC=3)=O)C)=CN=2)=CC=1.[F:26][C:27]1[CH:52]=[CH:51][C:30]([C:31]([NH:33][CH:34]([C:36]2[N:41]=[N:40][C:39]([NH:42][C:43]3[CH:48]=[CH:47][C:46]([O:49][CH3:50])=[CH:45][CH:44]=3)=[N:38][CH:37]=2)[CH3:35])=O)=[CH:29][CH:28]=1.P(Cl)(Cl)(Cl)=O>ClCCCl>[F:26][C:27]1[CH:52]=[CH:51][C:30]([C:31]2[N:41]3[C:36]([CH:37]=[N:38][C:39]([NH:42][C:43]4[CH:48]=[CH:47][C:46]([O:49][CH3:50])=[CH:45][CH:44]=4)=[N:40]3)=[C:34]([CH3:35])[N:33]=2)=[CH:29][CH:28]=1

Participants

5

Reactant 3

HCID 24813Phosphorus oxychlorideHCID 58711960HCID 58711960, compoundHCID 58711967HCID 58711967, compound

Product 1

HCID 11221801HCID 11221801, compound

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 60) (85 mg, 0.23 mmol), 1,2-dichloroethane (5 mL) and phosphorus oxychloride (0.20 mL, 2.14 mmol), to afford 7-(4-fluorophenyl)-5-methyl-N-[4-(methyloxy)phenyl]imidazo[5,1-f][1,2,4]triazin-2-amine (30 mg) as a yellow solid. MS m/z 350 (M+1).

Sources & evidence

ORD record
ord-ebd061e10d664a2087047c901d467be9
Source dataset
uspto-grants-2008_12
Patent number
US07462614B2

Reaction notes

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