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ClC1C2C(=CC(OC)=C(OC)C=2)N=C[N:3]=1.[CH3:16][O:17][C:18]1[C:26]([O:27][CH3:28])=[CH:25][C:21]([C:22](O)=[O:23])=[C:20]([N+:29]([O-:31])=[O:30])[CH:19]=1.S(Cl)(Cl)=O.N>>[CH3:16][O:17][C:18]1[C:26]([O:27][CH3:28])=[CH:25][C:21]([C:22]([NH2:3])=[O:23])=[C:20]([N+:29]([O-:31])=[O:30])[CH:19]=1참가 물질
5
실험 절차
The common synthetic intermediate 4-chloro-6,7-dimethoxyquinazoline 5 used for synthesizing all the tested compounds by following literature procedures (Scheme 1). 4,5-dimethoxy-2-nitrobenzoic acid 1 was treated with thionyl chloride, and then reacted with ammonia to give 4,5-dimethoxy-2-nitrobenzamide 2 (Nomoto et al., 1990, Chem. Pharm. Bull 38: 1591-1595). The nitro group in compound 2 was reduced with sodium borohydride in the presence of copper sulfate (31) to give 4,5-dimethoxy-2-aminobenzarmide 3, which was cyclized by refluxing with formic acid to give 6,7-dimethoxyquinazoline-4(3H)-one 4. The quinazolinone 4 was refluxed with phosphorus oxytrichloride to provide the key starting material 5 with good yield.
출처 및 근거
- ORD 기록
- ord-3a978038884545d3bfe0758eb96f3437
- 출처 데이터셋
- uspto-grants-2002_03
- 특허 번호
- US06355645B2
연결된 노트
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