N-methyl-2-pyrrolidone → (R)-3-isopropyl-6-((2,2,2-trifluoro-1-phenylethyl)amino)pyrimidine-2,4(1H,3H)-dione

참여 물질

역할	이름	HCID	투입량
반응물	N-methyl-2-pyrrolidone	HCID 13387	—
반응물	6-Chloro-3-(propan-2-yl)-1,2,3,4-tetrahydropyrimidine-2,4-dione	HCID 820107	—
반응물	(alphaR)-alpha-(Trifluoromethyl)benzenemethanamine	HCID 11789718	—
용매	Acetonitrile--water (1/1)	HCID 18373917	—
생성물	(R)-3-isopropyl-6-((2,2,2-trifluoro-1-phenylethyl)amino)pyrimidine-2,4(1H,3H)-dione	HCID 117761995	34%

반응 조건

온도	180 °C

반응 단계

To a 0.2-0.5 mL microwave vial was added 1.3 (85 mg, 0.45 mmol) and (R)-2,2,2-trifluoro-1-phenylethan-1-amine (200 uL, excess). The reaction mixture sealed and heated at 180° C. in a microwave reactor for 40 minutes. The reaction mixture was cooled to ambient temperature and then NMP (1 mL) was added to completely dissolve the solid. Next, a 2:1 H2O/CH3CN mixture (6 mL) was added which resulted in precipitation. The solid was isolated by filtration, washed with H2O and dried to give 50 mg (34%) of the title compound as a white solid. LC/MS: m/z (ES+) 328 (M+H)+. 1H-NMR (400 MHz, DMSO-d6): δ ppm 9.79 (br s, 1H), 7.50-7.40 (m, 5H), 5.66-5.56 (m, 2H), 4.92-4.87 (m, 2H), 1.28-1.25 (m, 6H).

출처 및 근거

DOI	10.6084/m9.figshare.5104873.v1
특허 번호	US09181200B2
출처 데이터셋	uspto-grants-2015_11
ORD ID	ord-704fa07b54ac49bd84a9a13a44c6d232
출처 메모	uspto-grants-2015_11