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【结 构 式】

【分子编号】28923

【品名】1,7,7-trimethylbicyclo[2.2.1]heptan-2-one N-(6-chloro-3-pyridazinyl)hydrazone

【CA登记号】

【 分 子 式 】C14H19ClN4

【 分 子 量 】278.78452

【元素组成】C 60.32% H 6.87% Cl 12.72% N 20.1%

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:(IV)

Heating of 3,6-dichloropyridazine (I) with hydrazine hydrate at 100 C gives 6-chloro-3-pyridazinylhydrazine (II). The hydrazino group is protected by transforming it with camphor (III) to the camphorhydrazone (IV), which is aminated by heating with morpholine to give the morpholinylhydrazone (V). After liberating the hydrazine function by acidic hydrolysis in a biphasic system, the resulting 6-morpholino-3-pyridazinylhydrazine (VI) is reacted either with tert-butylacetoacetate (VII) or with tert-butylpropiolate (VIII) to yield RGH-5526.

1 Inoue, H.; Yoshida, M.; Aizawa, H.; et al.; Eur J Med Chem 1984, 19, 6, 111-117.
2 Szilagyi, G.; et al. (Gedeon Richter Ltd.); Morpholino pyridazinylhydrazones. DE 2825861; FR 2394535; GB 2000125; HU 176972; JP 54016486; US 4259328; US 4308386 .
3 Nogradi, M.; RGH-5526. Drugs Fut 1985, 10, 1, 32.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(A) 10388 Morpholine 110-91-8 C4H9NO 详情 详情
(I) 11292 3,6-Dichloropyridazine 141-30-0 C4H2Cl2N2 详情 详情
(II) 28922 3-chloro-6-hydrazinopyridazine 17284-97-8 C4H5ClN4 详情 详情
(III) 28926 1,7,7-trimethylbicyclo[2.2.1]heptan-2-one 464-48-2 C10H16O 详情 详情
(IV) 28923 1,7,7-trimethylbicyclo[2.2.1]heptan-2-one N-(6-chloro-3-pyridazinyl)hydrazone C14H19ClN4 详情 详情
(V) 28924 1,7,7-trimethylbicyclo[2.2.1]heptan-2-one N-[6-(4-morpholinyl)-3-pyridazinyl]hydrazone C18H27N5O 详情 详情
(VI) 24847 4-(6-hydrazino-3-pyridazinyl)morpholine C8H13N5O 详情 详情
(VII) 27907 Acetoacetic acid tert-butyl ester;3-Oxo-butanoic acid 1,1-dimethylethyl estertert-butyl 3-oxobutanoate 1694-31-1 C8H14O3 详情 详情
(VIII) 28925 tert-butyl propiolate 13831-03-3 C7H10O2 详情 详情
Extended Information