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【结 构 式】

【分子编号】53959

【品名】3-(3-ethoxy-4-methoxyphenyl)-1-methyl-4-piperidinamine; 3-(3-ethoxy-4-methoxyphenyl)-1-methyl-4-piperidinylamine

【CA登记号】n/a

【 分 子 式 】C15H24N2O2

【 分 子 量 】264.36784

【元素组成】C 68.15% H 9.15% N 10.6% O 12.1%

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:(III)

The reaction of terephthalic acid monomethyl ester (I) with SOCl2 in dichloromethane gives the acyl chloride (II), which is condensed with 3-(3-ethoxy-4-methoxyphenyl)-1-methylpiperidin-4-amine (III) by means of TEA in dichloromethane, yielding the corresponding amide (IV). The cyclization of (IV) by means of POCl3 in refluxing acetonitrile affords the benzo-naphthyridine (V), which is treated with diisopropylamine in methanol to provide the target diisopropyl carboxamide.

1 Gutterer, B.; Amschler, H.; Ulrich, W.-R.; Martin, T.; Bär, T.; Hatzelmann, A.; Sanders, K.; Beume, R.; Boss, H.; Häfner, D.; Kley, H.-P.; Goebel, K.-J. (Altana Pharma Deutschland GmbH ); Benzonaphthyridines as bronchial therapeutics. EP 0937074; JP 2001503442; US 6008215; WO 9821208 .
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) 43361 4-(methoxycarbonyl)benzoic acid 1679-64-7 C9H8O4 详情 详情
(II) 25029 p-Phthalic acid monomethyl ester chloride; Terephthalic acid monomethyl ester chloride; Methyl 4-chlorocarbonylbenzoate 7377-26-6 C9H7ClO3 详情 详情
(III) 53959 3-(3-ethoxy-4-methoxyphenyl)-1-methyl-4-piperidinamine; 3-(3-ethoxy-4-methoxyphenyl)-1-methyl-4-piperidinylamine n/a C15H24N2O2 详情 详情
(IV) 53960 methyl 4-({[3-(3-ethoxy-4-methoxyphenyl)-1-methyl-4-piperidinyl]amino}carbonyl)benzoate n/a C24H30N2O5 详情 详情
(V) 53961 methyl 4-[(4aS,10bR)-9-ethoxy-8-methoxy-2-methyl-1,2,3,4,4a,10b-hexahydrobenzo[c][1,6]naphthyridin-6-yl]benzoate n/a C24H28N2O4 详情 详情
(VI) 13565 N-Isopropyl-2-propanamine; Bis(isopropyl)amine; N,N-Diisopropylamine 108-18-9 C6H15N 详情 详情
Extended Information