二乙胺 → Ethyl 6-((diethylamino)methyl)picolinate

HRID 929997

反应方程式

HRID 929997 反应方程式
Cl[CH2:2][C:3]1[N:8]=[C:7]([C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH:6]=[CH:5][CH:4]=1.[CH2:14]([NH:16][CH2:17][CH3:18])[CH3:15].C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[CH2:14]([N:16]([CH2:2][C:3]1[N:8]=[C:7]([C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH:6]=[CH:5][CH:4]=1)[CH2:17][CH3:18])[CH3:15]

参与物

5

反应物 3

HCID 8021二乙胺HCID 11430碳酸钾HCID 156140036-氯甲基吡啶-3-甲酸乙酯

产物 1

HCID 67125927Ethyl 6-((diethylamino)methyl)picolinate收率 64%

试剂、催化剂与溶剂 1

HCID 6228N,N-二甲基甲酰胺溶剂

实验过程

To a suspension of ethyl 6-(chloromethyl)picolinate (200 mg, 1.00 mmol) and KI (166 mg, 1.00 mmol) in DMF was added N,N-diethyl amine (73 mg, 1.00 mmol) and K2CO3 (304 mg, 2.20 mmol). The reaction mixture was stirred at rt for 5 h. LC-MS indicated the presence of product. The solvent was evaporated under reduced pressure and the residue was partitioned between EtOAc (20 mL) and water (20 mL). The organic layer was washed with water (15 mL) and dried over Na2SO4. The solvent was evaporated under reduced pressure to give ethyl 6-((diethylamino)methyl)picolinate (150 mg, 64%) as an oil. LC-MS (ESI) m/z 237 (M+H)+.

后处理

  1. customThe solvent was evaporated under reduced pressure
  2. customthe residue was partitioned between EtOAc (20 mL) and water (20 mL)
  3. washThe organic layer was washed with water (15 mL)
  4. dry with materialdried over Na2SO4
  5. customThe solvent was evaporated under reduced pressure

来源与证据

ORD记录
ord-62e4d1b332844826bfe32f1ac5a90df1
来源数据集
uspto-grants-2016_03
专利号
US09296722B2

关联笔记

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