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【结 构 式】 
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【分子编号】41190 【品名】2-butyl-6-iodo-4(3H)-quinazolinone 【CA登记号】 |
【 分 子 式 】C12H13IN2O 【 分 子 量 】328.15257 【元素组成】C 43.92% H 3.99% I 38.67% N 8.54% O 4.88% |
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：(III)The cyclization of 2-amino-5-iodobenzoic acid (I) with pentanoic anhydride (II) in basic medium gives 2-butyl-6-iodoquinazolin-4(3H)-one (III), which is condensed with CO and methanol by means of PdCl2(PPh3)2 and TEA yielding 2-butyl-4-oxo-3,4-dihydroquinazoline-6-carboxylic acid methyl ester (IV). The Grignard condensation of (IV) with methylmagnesium bromide affords the tertiary alcohol (V), which is finally condensed with the tetrazolylbiphenyl (VI) by means of LiOMe, methylated at the tertiary alcohol with methyl iodide and NaH, and deprotected with NaOH in methanol/THF.
| 【1】 Levin, J.I.; Chen, P.S.; Porter, R.S.; 2,3,6-Substituted quinazolinones as angiotensin II receptor antagonists. Drugs Fut 1995, 20, 1, 55. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (I) | 19964 | 5-Iodoanthranilic acid; 2-amino-5-iodobenzoic acid | 5326-47-6 | C7H6INO2 | 详情 | 详情 |
| (II) | 27683 | pentanoic anhydride | 2082-59-9 | C10H18O3 | 详情 | 详情 |
| (III) | 41190 | 2-butyl-6-iodo-4(3H)-quinazolinone | C12H13IN2O | 详情 | 详情 | |
| (IV) | 41191 | methyl 2-butyl-4-oxo-3,4-dihydro-6-quinazolinecarboxylate | C14H16N2O3 | 详情 | 详情 | |
| (V) | 41192 | 2-butyl-6-(1-hydroxy-1-methylethyl)-4(3H)-quinazolinone | C15H20N2O2 | 详情 | 详情 | |
| (VI) | 15538 | 5-[4'-(bromomethyl)[1,1'-biphenyl]-2-yl]-2-trityl-2H-1,2,3,4-tetraazole | 124750-51-2 | C33H25BrN4 | 详情 | 详情 |
Extended Information