phenyl 2,4,6-trimethyl-3-pyridinylcarbamate -Drug Synthesis Database

【结构式】

【分子编号】22238

【品名】phenyl 2,4,6-trimethyl-3-pyridinylcarbamate

【CA登记号】

【分子式】C₁₅H₁₆N₂O₂

【分子量】256.30432

【元素组成】C 70.29% H 6.29% N 10.93% O 12.48%

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：(VIII)

Condensation of 4-bromobenzaldehyde (I) with 4-fluorophenol (II) in the presence of K2CO3 in refluxing dimethylacetamide gave ether (III). Subsequent reductive amination of (III) with cycloheptylamine (IV) using ethanolic NaBH4 afforded secondary amine (V). Phenyl carbamate (VIII) was obtained by treatment of aminopyridine (VI) with phenyl chloroformate (VII) and dimethylaniline. Finally, condensation of this carbamate with amine (V) in the presence of Et3N in DMF at 100 C furnished the target urea.

参考文献中间体

合成目标

【1】 Frank, A.; Karn, H.; Spanig, H. (Abbott GmbH & Co. KG); Production of 1-hydroxyalkyl-5-nitroimidazoles. DE 2359625; FR 2253019; GB 1481349 .
【2】 Frank, A.; Dockner, T.; Karn, H. (Abbott GmbH & Co. KG); Process for the preparation of 1-(2-hydroxyethyl)-2-methyl-5-nitroimidazole of high purity. EP 0150407 .

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)	22231	4-Bromobenzaldehyde	1122-91-4	C₇H₅BrO	详情	详情
(II)	19639	4-fluorophenol	371-41-5	C₆H₅FO	详情	详情
(III)	22233	4-(4-fluorophenoxy)benzaldehyde		C₁₃H₉FO₂	详情	详情
(IV)	22234	cycloheptanamine; cycloheptylamine	5452-35-7	C₇H₁₅N	详情	详情
(V)	22235	N-cycloheptyl-N-[4-(4-fluorophenoxy)benzyl]amine; N-[4-(4-fluorophenoxy)benzyl]cycloheptanamine		C₂₀H₂₄FNO	详情	详情
(VI)	22236	2,4,6-trimethyl-3-pyridinylamine; 2,4,6-trimethyl-3-pyridinamine		C₈H₁₂N₂	详情	详情
(VII)	13580	1-[(Chlorocarbonyl)oxy]benzene; phenyl chloroformate	1885-14-9	C₇H₅ClO₂	详情	详情
(VIII)	22238	phenyl 2,4,6-trimethyl-3-pyridinylcarbamate		C₁₅H₁₆N₂O₂	详情	详情

Extended Information