4-Fluorobenzoic Acid → 4-Fluoro-N-[4-(2-furyl)-5-(tetrahydropyran-4-ylcarbonyl)thiazol-2-yl]benzamide

참여 물질

역할	이름	HCID	투입량
반응물	4-Fluorobenzoic Acid	HCID 9973	—
반응물	Sodium Bicarbonate	HCID 516892	—
반응물	1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride	HCID 2723939	—
반응물	1-Hydroxybenzotriazole hydrate	HCID 2796029	—
반응물	2-Amino-4-(2-furyl)-5-(tetrahydropyran-4-ylcarbonyl)thiazole	HCID 86612468	—
용매	Water	HCID 962	—
용매	Dimethylformamide	HCID 6228	—
생성물	4-Fluoro-N-[4-(2-furyl)-5-(tetrahydropyran-4-ylcarbonyl)thiazol-2-yl]benzamide	HCID 23144791	23%

반응 조건

온도	80 °C

반응 단계

Compound 454 (834 mg, 3.00 mmol) was dissolved in DMF (12 mL), and 4-fluorobenzoic acid (3.36 g, 24.0 mmol), EDC hydrochloride (4.12 g, 24.0 mmol) and 1-hydroxybenzotriazole monohydrate (3.68 g, 24.0 mmol) were added thereto, followed by stirring at 80° C. for 2 hours. The reaction mixture was poured into a mixture of a saturated aqueous solution of sodium hydrogencarbonate (30 mL) and water (30 mL), and the precipitated solid was collected by filtration. The resulting solid was purified through silica gel column chromatography (chloroform:methanol=19:1), followed by recrystallizing from ethanol to afford the entitled Compound 468 (270 mg, 23%) as a white solid.

출처 및 근거

DOI	10.6084/m9.figshare.5104873.v1
특허 번호	US08889718B2
출처 데이터셋	uspto-grants-2014_11
ORD ID	ord-fea6a924c9f64d19854f112c812b5662
출처 메모	uspto-grants-2014_11