Potassium Carbonate → 6-(6-Benzyloxymethyl-pyrimidin-4-yloxy)-benzofuran-3-carboxylic acid methyl ester

참여 물질

역할	이름	HCID	투입량
반응물	Potassium Carbonate	HCID 11430	—
반응물	4-((Benzyloxy)methyl)-6-chloropyrimidine	HCID 53421259	—
반응물	Methyl 6-hydroxybenzofuran-3-carboxylate	HCID 59577559	—
용매	Water	HCID 962	—
용매	Ethyl Acetate	HCID 8857	—
용매	N-methyl-2-pyrrolidone	HCID 13387	—
생성물	6-(6-Benzyloxymethyl-pyrimidin-4-yloxy)-benzofuran-3-carboxylic acid methyl ester	HCID 57556443	—

반응 조건

온도	100 °C

반응 단계

415 mg (3.0 mMol) K2CO3 and 249 mg (1.5 mMol) KI are added to a solution of 192 mg (1.00 mMol) 6-hydroxy-benzofuran-3-carboxylic acid methyl ester (Step 9.4) and 258 mg (1.1 mMol) 4-benzyloxymethyl-6-chloro-pyrimidine (commercially available; [CAS: 914802-11-2]) in 1.6 ml NMP. This mixture is stirred for 4 h at 100° C., cooled to rt and diluted with water and EtOAc. The aq. phase is separated off and extracted twice with EtOAc. The organic layers are washed with a diluted solution of Na2S2O3 and brine, dried (Na2SO4) and concentrated. Chromatography (Combi Flash; hexane/EtOAc 19:1→1:1) and crystallization from hexane gives the title compound: m.p.: 85-86° C.; MS: [M+1]+=391; TLC(hexane/EtOAc 2:1): Rf=0.38.

출처 및 근거

DOI	10.6084/m9.figshare.5104873.v1
특허 번호	US08058276B2
출처 데이터셋	uspto-grants-2011_11
ORD ID	ord-6b4150011eca45b9b4b8893a1e8d51b9
출처 메모	uspto-grants-2011_11