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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 131553생성일: 2026년 10월 26일

Triethylamine → Ethyl 1,2,3,4-tetrahydro-3-methyl-1-(2-methylpropyl)-2,4-dioxo-6-(4-quinolinylmethyl)thieno[2,3-d]pyrimidine-5-carboxylate

https://huagongshe.com/reaction/131553

반응식

참여 물질

역할이름HCID투입량
반응물TriethylamineHCID 8471—
반응물Trifluoroacetic anhydrideHCID 9845—
반응물Ethyl 1,2,3,4-tetrahydro-6-(hydroxy-4-quinolinylmethyl)-3-methyl-1-(2-methylpropyl)-2,4-dioxothieno[2,3-d]pyrimidine-5-carboxylateHCID 5282569—
촉매PalladiumHCID 23938—
용매TetrahydrofuranHCID 8028—
생성물Ethyl 1,2,3,4-tetrahydro-3-methyl-1-(2-methylpropyl)-2,4-dioxo-6-(4-quinolinylmethyl)thieno[2,3-d]pyrimidine-5-carboxylateHCID 5282570—

반응 단계

Trifluoroacetic anhydride (3.33 ml) was added to a solution of the product of step d) (7.34 g) and triethylamine (6.56 ml) in anhydrous THF (150 ml) at room temperature under nitrogen and the mixture stirred for 15 min. 10% palladium on charcoal (500 mg) was added and the mixture hydrogenated at 1 bar for 20 h. It was filtered through celite washing with saturated sodium bicarbonate solution (150 ml) then ethyl acetate (300 ml). The organic material was extracted into ethyl acetate (150 ml), the combined extracts were dried over magnesium sulfate, filtered and concentrated under reduced pressure. The residue was purified by column chromatography, eluting with 1:1 ethyl acetate/i-hexane, to give the sub-title compound as a solid (5.90 g). MS(ESI) 452 [M+H]+. δ 1HCDCl3 0.90 (6H,d), 1.37 (3H,t), 2.10-2.16 (1H,m), 3.39 (3H,s), 3.64 (2H,d), 4.45 (2H,q), 4.61 (2H,s), 7.29 (1H,d), 7.60 (1H,t), 7.75 (1H,t), 8.11 (1H,d), 8.16 (1H,d), 8.89 (1H,d)

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US07384950B2
출처 데이터셋uspto-grants-2008_06
ORD IDord-b6643247f25c4efc8d48c1138e694c56
출처 메모uspto-grants-2008_06