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【结 构 式】 
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【分子编号】19431 【品名】3-(chloromethyl)-2-methyl-1-pyridiniumolate 【CA登记号】 |
【 分 子 式 】C7H8ClNO 【 分 子 量 】157.59936 【元素组成】C 53.35% H 5.12% Cl 22.5% N 8.89% O 10.15% |
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：(XVII)2) Acidic removal of the tert-butyl carbamate from (XII) gave piperidine (XIII). 3) Ethyl 2-methyl nicotinate (XIV) was reduced with diisobutylaluminum hydride (DIBAL-H) to the alcohol (XV). Treatment of (XV) with SOCl2 in CH2Cl2 gave chloride (XVI), which was isolated as the stable HCl salt. Liberation of the base, followed by reaction with 3-chloroperbenzoic acid in CHCl3, provided the N-oxide (XVII). 4) Finally, piperidine (XIII) was alkylated with chloride (XVII) in the presence of DIEA in DMF at 50 C to yield the target compound.
| 【1】 Development of orally active oxytocin antagonists: Studies on 1-(1-[4-[1-(2-methyl-1-oxidopyridin-3-ylmethyl)piperidin-4-yloxy]-2-methoxybenzoyl]piperidin-4-yl)-1, 4-dihydrobenz[d][1,3]oxazin-2-one (L-372,662) and related pyridines. J Med Chem 1998, 41, 12, 2146. |
| 【2】 Bock, M.G.; Evans, B.E.; Hobbs, D.W.; Williams, P.D.; Anderson, P.S.; Freidinger, R.M.; Pettibone, D.J. (Merck & Co., Inc.); Benzoxazinone and benzopyrimidinone piperidinyl tocolytic oxytocin receptor antagonists. EP 0714299; JP 1997500134; US 5665719; WO 9502405 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (XIII) | 19427 | 1-[1-[2-methoxy-4-(4-piperidinyloxy)benzoyl]-4-piperidinyl]-1,4-dihydro-2H-3,1-benzoxazin-2-one | C26H31N3O5 | 详情 | 详情 | |
| (XIV) | 19428 | ethyl 2-methylnicotinate | 1721-26-2 | C9H11NO2 | 详情 | 详情 |
| (XV) | 19429 | (2-methyl-3-pyridinyl)methanol | 56826-61-0 | C7H9NO | 详情 | 详情 |
| (XVI) | 19430 | 3-(chloromethyl)-2-methylpyridine hydrochloride | C7H9Cl2N | 详情 | 详情 | |
| (XVII) | 19431 | 3-(chloromethyl)-2-methyl-1-pyridiniumolate | C7H8ClNO | 详情 | 详情 |
Extended Information