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ChemicalBook CAS DataBase List 1-BOC-7-(2-HYDROXYETHYL)-3,4-DIHYDRO-1,8-NAPHTHYRIDINE
445490-78-8

1-BOC-7-(2-HYDROXYETHYL)-3,4-DIHYDRO-1,8-NAPHTHYRIDINE synthesis

10synthesis methods
-

Yield:445490-78-8 86%

Reaction Conditions:

with lithium borohydride in tetrahydrofuran at 20;

Steps:

3.E3A Intermediate E3A

dihydro-1,8-naphthyridine-1(2H)-carboxylate (1 g, 3.26 mmol) in THF (20 mL) was added a solution of lithium borohydride (2 M, 2.12 mL, 4.24 mmol) in THF. The reaction was stirred at rt overnight. Water (15 mL) was added slowly to the reaction. After stirring at rt for 10 min, the mixture was diluted with EtOAc (12 mL), and extracted with EtOAc (3 x 8 mL). The combine organic layers were dried (Na2SO4), filtered, and concentrated. The residue was purified via flash chromatography (SiO2) to give Intermediate E3A (782 mg, 86%). LCMS (ES): m/z 279.1 [M+H]+.

References:

WO2018/89357,2018,A1 Location in patent:Page/Page column 96