L-371257

1-(1-{4-[(1-乙酰基-4-哌啶基)氧基]-2-甲氧基苯甲酰基}-4-哌啶基)-1,4-二氢-2H-3,1-苯并恶嗪-2-酮Chemical Name: 1-[1-[4-(1-Acetylpiperidin-4-yloxy)-2-methoxybenzoyl]piperidin-4-yl]-2,4-dihydro-1H-3,1-benzoxazin-2-one
CAS No. 162042-44-6
项目整合开发状态: Preclinical
项目研究机构: Merck & Co. (Originator)
合成路线:Condensation of 2-(hydroxymethyl)aniline (I) with N-Boc-4-piperidone (II),followed by reduction with NaBH3CN provided anilinopiperidine (III).Cyclization of aminoalcohol (III) with triphosgene gave benzoxazinone (IV),which was deprotected by acidic treatment to yield piperidinylbenzoxazinone (V).Methyl 2,4-dihydroxybenzoate (VI) was selectively alkylated on the 4-position by coupling with N-Boc-4-piperidinol (VII) under Mitsunobu conditions to give ether (VIII).Then,the remaining 2-OH group was methylated with MeI and NaH to give (IX),which was saponified to provide the benzoic acid derivative (X).Coupling of amine (V) and acid (X) using EDC and HOBt produced amide (XI).Then,removal of the tert-butoxycarbonyl group by acid treatment,followed by acetylation of the resulting piperidine (XII) with Ac2O,furnished the target compound.