【结 构 式】 |
【分子编号】13860 【品名】2,6-Difluorobenzoic acid 【CA登记号】385-00-2 |
【 分 子 式 】C7H4F2O2 【 分 子 量 】158.1043664 【元素组成】C 53.18% H 2.55% F 24.03% O 20.24% |
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:(II)The synthesis of [9-14C]-SM-10888 has been described: The carboxylation of 1,3-difluorobenzene (I) with labeled CO2 by means of butyllithium in THF gives 2,6-difluorobenzoic acid (II), which by reaction first with SOCl2 and then with NH4OH yields the corresponding amide (III). The reaction of (III) with SOCl2 in hot DMF affords the nitrile (IV), which by reaction with ammonia in ethanol at 135 C gives 2-amino-6-fluorobenzonitrile (VI). Finally, this compound is cyclized with bicyclo[3.3.1]heptan-2-one (VI) by means of ZnCl2 at 105 C in nitrobenzene.
【1】 Nishioka, K.; Kamada, T.; Kanamaru, H.; 14C-Labeling of a tetrahydroacridine, a novel CNS-selective cholinesterase inhibitor14C-Labeling of a tetrahydroacridine, a novel CNS-selective cholinesterase inhibitor. J Label Compd Radiopharm 1992, 31, 7, 553. |
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) | 13095 | m-Difluorobenzene; 1,3-Difluorobenzene | 372-18-9 | C6H4F2 | 详情 | 详情 |
(II) | 13860 | 2,6-Difluorobenzoic acid | 385-00-2 | C7H4F2O2 | 详情 | 详情 |
(II) | 45183 | 2,6-difluorobenzoic acid | C7H4F2O2 | 详情 | 详情 | |
(III) | 13861 | 2,6-Difluorobenzamide | 18063-03-1 | C7H5F2NO | 详情 | 详情 |
(III) | 45184 | 2,6-difluorobenzamide | C7H5F2NO | 详情 | 详情 | |
(IV) | 13862 | (14C)-2,6-Difluorobenzonitrile | C7H3F2N | 详情 | 详情 | |
(IV) | 45185 | 2,6-difluorobenzonitrile | C7H3F2N | 详情 | 详情 | |
(V) | 13857 | 5-Amino-2-fluorobenzonitrile; 2-Amino-6-fluorobenzonitrile | 77326-36-4 | C7H5FN2 | 详情 | 详情 |
(V) | 45186 | 2-amino-6-fluorobenzonitrile | C7H5FN2 | 详情 | 详情 | |
(VI) | 13858 | Bicyclo[3.1.1]heptan-2-one | C7H10O | 详情 | 详情 |
Extended Information