Cesium fluoride → 2-(((2S,3R)-3-Methyl-1-(5-methyl-2-(pyrimidin-2-yl)benzoyl)piperidin-2-yl)methyl)isoindoline-1,3-dione

참여 물질

역할	이름	HCID	투입량
반응물	Cesium fluoride	HCID 25953	—
반응물	2-(Tributylstannyl)pyrimidine	HCID 2763251	—
반응물	2-(((2S,3R)-1-(2-Iodo-5-methylbenzoyl)-3-methylpiperidin-2-yl)methyl)isoindoline-1,3-dione	HCID 117728166	—
촉매	Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)	HCID 24350	—
촉매	HCID 178418397	HCID 178418397	—
용매	Dimethylformamide	HCID 6228	—
생성물	2-(((2S,3R)-3-Methyl-1-(5-methyl-2-(pyrimidin-2-yl)benzoyl)piperidin-2-yl)methyl)isoindoline-1,3-dione	HCID 117727628	61%

반응 조건

온도	120 °C

반응 단계

A mixture of 2-(((2S,3R)-1-(2-iodo-5-methylbenzoyl)-3-methylpiperidin-2-yl)methyl)isoindoline-1,3-dione (0.20 g, 0.40 mmol), 2-(tributylstannyl)pyrimidine (0.15 mL, 0.48 mmol), CsF (121 mg, 0.80 mmol), CuI (15 mg, 0.08 mmol) and Pd(PPh3)4 (46 mg, 0.04 mmol) in DMF (10 mL) was degassed and heated at 120° C. for 1 h in a microwave reactor. The solvent was removed in vacuo to obtain the crude which was purified by silica gel chromatography (0˜100% EtOAc/hexanes) to yield the title compound as a brown oil (0.11 g, 61%). MS (ESI) 455 (M+H).

출처 및 근거

DOI	10.6084/m9.figshare.5104873.v1
특허 번호	US09440982B2
출처 데이터셋	uspto-grants-2016_09
ORD ID	ord-2dc197c40dba492ea83c0cb5f4ac5257
출처 메모	uspto-grants-2016_09