Chloroform → (R)-8-cyclopentyl-7-ethyl-5-methyl-2-(2-(pyrrolidin-1-yl)-1H-imidazol-1-yl)-7,8-dihydropteridin-6(5H)-one

참여 물질

역할	이름	HCID	투입량
반응물	Chloroform	HCID 6212	—
반응물	Potassium Carbonate	HCID 11430	—
반응물	Pyrrolidine	HCID 31268	—
반응물	Binap, (A+-)-	HCID 634876	—
반응물	(R)-2-(2-bromo-1H-imidazol-1-yl)-8-cyclopentyl-7-ethyl-5-methyl-7,8-dihydropteridin-6(5H)-one	HCID 58405307	—
촉매	Bis(dibenzylideneacetone)palladium	HCID 9811564	—
용매	tert-Butanol	HCID 6386	—
용매	Ethyl Acetate	HCID 8857	—
생성물	(R)-8-cyclopentyl-7-ethyl-5-methyl-2-(2-(pyrrolidin-1-yl)-1H-imidazol-1-yl)-7,8-dihydropteridin-6(5H)-one	HCID 58405679	38.3%

반응 조건

온도	130 °C

반응 단계

(R)-2-(2-bromo-1H-imidazol-1-yl)-8-cyclopentyl-7-ethyl-5-methyl-7,8-dihydropteridin-6(5H)-one (Example 65, 150 mg, 0.37 mmol), pyrrolidine (52 mg, 0.74 mmol), Pd2dba3.CHCl3 (76 mg, 0.074 mmol), BINAP (69 mg, 0.11 mmol) and K2CO3 (153 mg, 1.11 mmol) were dissolved in 1 mL of degassed t-BuOH and the resulting solution was heated at 130° C. for 18 h. The reaction mixture was diluted with EtOAc and washed with brine. The organic extracts were dried with Na2SO4, filtered and evaporated, and the residue was purified by preparative HPLC to give the title compound (56 mg). LCMS: 396.2 m/z (M+H)+; ret. Time: 2.76 min (Analytical Method A).

출처 및 근거

DOI	10.6084/m9.figshare.5104873.v1
특허 번호	US08541418B2
출처 데이터셋	uspto-grants-2013_09
ORD ID	ord-b4594beaad694721a1b74d411a3f9d6f
출처 메모	uspto-grants-2013_09