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【结 构 式】

【分子编号】25831

【品名】2-(acetamido)-3-methoxybenzamide

【CA登记号】

【 分 子 式 】C10H12N2O3

【 分 子 量 】208.21696

【元素组成】C 57.69% H 5.81% N 13.45% O 23.05%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号:(VI)

In an alternative procedure, 3-methoxy-2-nitrobenzoic acid (II) was treated with SOCl2 in the presence of DMF in THF, and the resulting acid chloride (III) was converted to amide (IV) with aqueous ammonia. Catalytic hydrogenation of (IV) over Pd/C produced aniline (V), which was then acetylated with AcCl and pyridine. The crude acetylamino compound (VI) was cyclized by treatment with aqueous NaOH to yield the quinazolinone (VII). Finally, demethylation of the methoxy group of (VII) with BBr3 provided the required 8-hydroxyquinazolinone.

1 Griffin, R.J.; Srinivasan, S.; Bowman, K.; Calvert, A.H.; Curtin, N.J.; Newell, D.R.; Pemberton, L.C.; Golding, B.T.; Resistance-modifying agents. 5. Synthesis and biological properties of quinazolinone inhibitors of the DNA repair enzyme poly(ADP-ribose) polymerase (PARP). J Med Chem 1998, 41, 26, 5247.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
19273 acetyl chloride 75-36-5 C2H3ClO 详情 详情
(II) 25827 3-methoxy-2-nitrobenzoic acid 4920-80-3 C8H7NO5 详情 详情
(III) 25828 3-methoxy-2-nitrobenzoyl chloride C8H6ClNO4 详情 详情
(IV) 25829 3-methoxy-2-nitrobenzamide C8H8N2O4 详情 详情
(V) 25830 2-amino-3-methoxybenzamide C8H10N2O2 详情 详情
(VI) 25831 2-(acetamido)-3-methoxybenzamide C10H12N2O3 详情 详情
(VII) 25832 8-methoxy-2-methyl-4(3H)-quinazolinone C10H10N2O2 详情 详情
Extended Information