ChemicalBook CAS DataBase List Capmatinib

Capmatinib synthesis

9synthesis methods

Product Name:Capmatinib
CAS Number:1029712-80-8
Molecular formula:C23H17FN6O
Molecular Weight:412.42

Benzamide, 2-fluoro-4-[7-(6-quinolinylmethyl)imidazo[1,2-b][1,2,4]triazin-2-yl]-

1029713-99-2
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Yield:1029712-80-8 90%

Reaction Conditions:

Stage #1: 2-fluoro-4-[7-(quinolin-6-ylmethyl)imidazo[1,2-b][1,2,4]triazin-2-yl]benzamidewith sodium hydride in N,N-dimethyl-formamide;mineral oil at 0 - 5; for 0.5 h;
Stage #2: dimethyl sulfate in N,N-dimethyl-formamide;mineral oil at 60; for 2 h;

Steps:

1.2 Step 2: Preparation of camatinib

Add DMF 500ml, 20.0g (0.05mol) of formula II compound to a 2L reaction flask, stir to dissolve, cool to 0-5°C, add 2.4g (0.06mol) 60% sodium hydride in mineral oil in batches, and complete the addition, Stirring for 0.5 hours, adding 7.5 g (0.06 mol) of dimethyl sulfate dropwise, after dropping, slowly increasing to 60° C. and reacting for 2 hours. After the reaction is complete, add dilute hydrochloric acid dropwise to quench, concentrate under reduced pressure to remove part of the solvent, pour into water, extract with ethyl acetate, adjust the aqueous phase to alkaline, extract with ethyl acetate, wash with water, concentrate the organic phase to obtain 18.6 g of yellow solid, it is the title compound, the yield is 90%, and the HPLC purity is 99.5%.

References:

CN111825678,2020,A Location in patent:Paragraph 0034-0035; 0038-0039