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6-Benzyloxy-4-chloro-5-methylpyrrolo[2,1-f][1,2,4]triazine synthesis

4synthesis methods
649736-26-5 Synthesis
Pyrrolo[2,1-f][1,2,4]triazin-4(1H)-one, 5-methyl-6-(phenylmethoxy)-

649736-26-5
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$668.00/100mg

Phosphorus monochloride monoxide

21295-50-1
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6-Benzyloxy-4-chloro-5-methylpyrrolo[2,1-f][1,2,4]triazine

649736-27-6
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Yield:649736-27-6 93%

Reaction Conditions:

with 1,1-diisopropylethylamine in toluene at 85; for 5 h;

Steps:

1.G G. 6-benzyloxy-4-chloro-5-methylpyrrolo[2,1-f][1,2,4]triazine

A mixture of compound F of this example (10 g, 39.2 mmol), phosphorus oxychloride (4.4 mL, 47.1 mmol) and diisopropylethyl amine (5.5 mL, 31.4 mmol) in toluene (150 ml) was stirred at 85 C for 2 h and then more phosphorus oxychloride (1.1 mL, 11.8 mmol) was added. After 2 h, additional phosphorus oxychloride (1.1 mL, 11.8 mmol) was added. The reaction mixture was continuously stirred at 85 C for lh and then concentrated. The residue was dissolved in dichloromethane, washed with cold sodium bicarbonate solution, dried, and concentrated in vacuo. The crude material was purified by chromatography on silica gel eluting with dichloromethane to provide Compound G (9.9 g, 93 %) as a yellow solid

References:

WO2004/9542,2004,A2 Location in patent:Page 29