Sodium Carbonate → cis-2-[2-(2,6-Dimethyl-4-morpholinyl)-5-(2-methyl-4-pyridinyl)-4-pyrimidinyl]-6-(trifluoromethyl)benzonitrile hydrochloride

温度

100 °C

Sodium carbonate (166 mg, 1.568 mmol) in water (2 mL), bis(triphenylphosphine) palladium(II) chloride (11.01 mg, 0.016 mmol) and 2-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-6-(trifluoromethyl)benzonitrile (178 mg, 0.627 mmol) were added to a solution of cis-4-[4-chloro-5-(2-methyl-4-pyridinyl)-2-pyrimidinyl]-2,6-dimethylmorpholine (100 mg, 0.314 mmol) in 1,2-dimethoxyethane (3 mL). The reaction mixture was heated to 100° C. for 2 hours. The reaction mixture diluted with water (5 mL) and extracted with DCM (5 mL×2). The organic extracts were combined, dried (MgSO4), filtered and the solvent was removed. The resulting residues were then purified by MDAP and fractions containing desired product were combined and evaporated to dryness. The solid was dissolved in methanol (2 mL) and 4M HCl in dioxane (1 mL) was added. The solvent was removed to give the title compound (75 mg). LC/MS [M+H]+=454.

1. extractionextracted with DCM (5 mL×2)
2. dry with materialdried (MgSO4)
3. filtrationfiltered
4. customthe solvent was removed
5. customThe resulting residues were then purified by MDAP and fractions
6. additioncontaining desired product
7. customevaporated to dryness
8. dissolutionThe solid was dissolved in methanol (2 mL)
9. addition4M HCl in dioxane (1 mL) was added
10. customThe solvent was removed

ORDレコード

ord-10b17b55eade4ffc9d6640b205e451cd

出典データセット

uspto-grants-2015_09

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US09133178B2