三乙胺 → Methyl 4-((1-(tert-butoxycarbonyl)piperidin-4-yl)methylamino)-6-chloronicotinate

HRID 384635笔记

反应方程式

HRID 384635 反应方程式
Cl[C:2]1[C:7]([C:8]([O:10][CH3:11])=[O:9])=[CH:6][N:5]=[C:4]([Cl:12])[CH:3]=1.[NH2:13][CH2:14][CH:15]1[CH2:20][CH2:19][N:18]([C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])[CH2:17][CH2:16]1.C(N(CC)CC)C>C(O)CCC>[C:24]([O:23][C:21]([N:18]1[CH2:19][CH2:20][CH:15]([CH2:14][NH:13][C:2]2[C:7]([C:8]([O:10][CH3:11])=[O:9])=[CH:6][N:5]=[C:4]([Cl:12])[CH:3]=2)[CH2:16][CH2:17]1)=[O:22])([CH3:27])([CH3:26])[CH3:25]

参与物

5

反应物 3

HCID 8471三乙胺HCID 7368171-叔丁氧羰基-4-氨甲基哌啶HCID 27640834,6-二氯烟酸甲酯

产物 1

HCID 59613527Methyl 4-((1-(tert-butoxycarbonyl)piperidin-4-yl)methylamino)-6-chloronicotinate收率 84%

试剂、催化剂与溶剂 1

HCID 263丁醇溶剂

实验过程

A solution of methyl 4,6-dichloronicotinate (1.20 g, 5.8 mmol), tert-butyl 4-(aminomethyl)piperidine-1-carboxylate (1.24 g, 5.8 mmol) and triethylamine (4.09 mL, 29.1 mmol) in n-butanol (13 mL) was heated at 120° C. for 90 minutes by microwave irradiation. The solvent was evaporated and the mixture was purified by flash chromatography on silica, eluting with ethyl acetate-hexane (1:4), to give methyl 4-((1-(tert-butoxycarbonyl)piperidin-4-yl)methylamino)-6-chloronicotinate as a colourless solid (1.87 g, 84%).

后处理

  1. customThe solvent was evaporated
  2. customthe mixture was purified by flash chromatography on silica
  3. washeluting with ethyl acetate-hexane (1:4)

来源与证据

ORD记录
ord-d1c25a87136f4da48b4315d47e77ff47
来源数据集
uspto-grants-2013_02
专利号
US08367658B2

反应笔记

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