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【结 构 式】

【分子编号】18607

【品名】methyl (E)-3-[6-[(E)-2-(4-pyridinyl)ethenyl]-3-pyridinyl]-2-propenoate

【CA登记号】

【 分 子 式 】C16H14N2O2

【 分 子 量 】266.29944

【元素组成】C 72.17% H 5.3% N 10.52% O 12.02%

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:(XVIII)

Methyl 6-methylnicotinate (XII) was condensed with 4-pyridinecarboxaldehyde (XIII) in AcOH-Ac2O at 120 C to produce (XIV). Then, ester group was reduced with LiAlH4 to alcohol (XV), and this was subsequently oxidized with DMSO and SO3-pyridine complex to give aldehyde (XVI). Wittig reaction with phosphorane (XVII) afforded ester (XVIII), which was saponified to yield acid (XIX). Finally, coupling of acid (XIX) with amine (XI) in the presence of EDC and HOBt provided the title amide.

1 Abe, Y.; Kayakiri, H.; Satoh, S.; Inoue, T.; Sawada, Y.; Inamura, N.; Asano, M.; Aramori, I.; Hatori, C.; Sawai, H.; Oku, T.; Tanaka, H.; A novel class of orally active non-peptide bradykinin B2 receptor antagonists. 3. Discovering bioisosteres of the imidazo[1,2-a]pyridine moiety. J Med Chem 1998, 41, 21, 4062.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(XI) 18600 2-amino-N-(2,4-dichloro-3-[[(2-methyl-8-quinolinyl)oxy]methyl]phenyl)-N-methylacetamide C20H19Cl2N3O2 详情 详情
(XII) 14160 methyl 6-methylnicotinate 5470-70-2 C8H9NO2 详情 详情
(XIII) 17203 4-Pyridinecarboxaldehyde; isonicotinaldehyde 872-85-5 C6H5NO 详情 详情
(XIV) 18603 methyl 6-[(E)-2-(4-pyridinyl)ethenyl]nicotinate C14H12N2O2 详情 详情
(XV) 18604 [6-[(E)-2-(4-pyridinyl)ethenyl]-3-pyridinyl]methanol C13H12N2O 详情 详情
(XVI) 18605 6-[(E)-2-(4-pyridinyl)ethenyl]nicotinaldehyde C13H10N2O 详情 详情
(XVII) 14689 Methyl (triphenylphosphoranylidene)acetate; (methoxycarbonylmethylene)triphenylphosphorane;Methyl 2-(triphenyl-lambda(5)-phosphanylidene)acetate 2605-67-6 C21H19O2P 详情 详情
(XVIII) 18607 methyl (E)-3-[6-[(E)-2-(4-pyridinyl)ethenyl]-3-pyridinyl]-2-propenoate C16H14N2O2 详情 详情
(XIX) 18608 (E)-3-[6-[(E)-2-(4-pyridinyl)ethenyl]-3-pyridinyl]-2-propenoic acid C15H12N2O2 详情 详情
Extended Information