2,3-二氨基吡啶 → 2-Amino-3-(2-methylbenzylamino)pyridine

HRID 4292

反应方程式

HRID 4292 反应方程式
[NH2:1][C:2]1[C:7]([NH2:8])=[CH:6][CH:5]=[CH:4][N:3]=1.[CH3:9][C:10]1[CH:17]=[CH:16][CH:15]=[CH:14][C:11]=1[CH:12]=O.C([BH3-])#N.[Na+].C(=O)(O)[O-].[Na+]>CO.C(O)(=O)C>[NH2:1][C:2]1[C:7]([NH:8][CH2:9][C:10]2[CH:17]=[CH:16][CH:15]=[CH:14][C:11]=2[CH3:12])=[CH:6][CH:5]=[CH:4][N:3]=1

参与物

7

反应物 4

HCID 99562,3-二氨基吡啶HCID 107222-甲基苯甲醛HCID 516892碳酸氢钠HCID 5003444氰基硼氢化钠

产物 1

HCID 138258912-Amino-3-(2-methylbenzylamino)pyridine收率 34.4%

试剂、催化剂与溶剂 2

HCID 176醋酸溶剂HCID 887(5BETA,17BETA)-17-羟基-17-(甲基-D3)-2'H-雄甾-2-烯并[3,2-C]吡唑-5'(1'H)-酮溶剂

实验过程

Molecular Sieves (16 g) was added to a solution of 2,3-diaminopyridine (8 g), 2-methylbenzaldehyde (8.81 g), and acetic acid (4.2 ml) in methanol (160 ml) and the mixture was stirred for 96 hours at room temperature. Sodium cyanoborohydride (4.61 g) was added portionwise to the mixture with stirring under ice-cooling over a period of 20 minutes. After being stirred for 3 hours, the mixture was made alkaline with aqueous sodium bicarbonate solution and filtered by suction. The filtrate was evaporated in vacuo, and to the residue was added water and then extracted with methylene chloride. The extract was washed with brine, dried over magnesium sulfate, and evaporated in vacuo. The crystalline residue was recrystallized from a mixture of ethyl acetate and n-hexane to give 2-amino-3-(2-methylbenzylamino)pyridine (5.38 g).

后处理

  1. stirringwith stirring under ice-
  2. temperaturecooling over a period of 20 minutes
  3. stirringAfter being stirred for 3 hours
  4. filtrationfiltered by suction
  5. customThe filtrate was evaporated in vacuo
  6. additionto the residue was added water
  7. extractionextracted with methylene chloride
  8. washThe extract was washed with brine
  9. dry with materialdried over magnesium sulfate
  10. customevaporated in vacuo
  11. customThe crystalline residue was recrystallized from a mixture of ethyl acetate and n-hexane

来源与证据

ORD记录
ord-8afe18d01bb54bda9ec3d89b8bd7890e
来源数据集
uspto-grants-1988_02
专利号
US04725601

关联笔记

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