2,6-difluorobenzoic acid -Drug Synthesis Database

【结构式】

【分子编号】45183

【品名】2,6-difluorobenzoic acid

【CA登记号】

【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.

参考文献中间体

合成目标

【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