烯丙胺 → 2-苯乙酰胺

HRID 22158笔记

反应方程式

HRID 22158 反应方程式
O.C1(C2N=C(C=CC3C=C([NH:19][C:20](=[O:31])[CH2:21][C:22]4[CH:30]=[CH:29][CH:28]=[CH:27][C:23]=4C(O)=O)C=CC=3)SC=2)CCC1.Cl.C(N=C=NCCCN(C)C)C.C(N)C=C>C(Cl)Cl>[C:22]1([CH2:21][C:20]([NH2:19])=[O:31])[CH:30]=[CH:29][CH:28]=[CH:27][CH:23]=1

参与物

5

反应物 3

HCID 7853烯丙胺HCID 27239391-乙基-(3-二甲基氨基丙基)碳酰二亚胺盐酸盐HCID 1317190282-[2-[3-[2-(4-Cyclobutyl-2-thiazolyl)ethenyl]phenylamino]-2-oxoethyl]-benzoic acid monohydrate

产物 1

HCID 76802-苯乙酰胺

试剂、催化剂与溶剂 1

HCID 6344二氯甲烷溶剂

实验过程

A mixture of 0.1 g (0.13 mmol) of (E)-5-t2-[4-(2-chlorophenyl)-9-methyl-6H-thieno-[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-2-yl]ethyl]-2-[2-[3-[2-(4-cyclobutyl-2-thiazolyl)ethenyl]phenylamino]-2-oxoethyl]-benzoic acid monohydrate, 0.03 g (0.16 mmol) of N-ethyl-N'-(3-dimethylaminopropyl)-carbodiimide hydrochloride, 0.02 mL (4 mmol) of allylamine and 15 mL of dry CH2Cl2 was stirred at room temperature under nitrogen for 18 hours and concentrated to dryness. The residue was purified by thick layer chromatography using ethyl acetate/CH3OH (5:1) as the eluent. The product was isolated and partitioned between CH2Cl2 and dilute NH4OH. The organic phases were concentrated and the residue triturated with hot ethyl acetate and filtered. The filtrates were concentrated and the solid triturated with diethyl ether and filtered to give 60 mg (57%) of (E)-4-[2 -[4-(2-Chlorophenyl)-9-methyl-6H-thieno-[3,2-f][1,2,4]triazolo[4,3-a][1,4 ]-diazepin-2-yl]ethyl]-N-[3-[2-(4-cyclobutyl-2-thiazolyl)ethenyl]-phenyl]-2-[2-propenylamino)carbonyl]benzeneacetamide as a tan powder: mp 127-132° C.

后处理

  1. concentrationconcentrated to dryness
  2. customThe residue was purified by thick layer chromatography
  3. customThe product was isolated
  4. custompartitioned between CH2Cl2 and dilute NH4OH
  5. concentrationThe organic phases were concentrated
  6. customthe residue triturated with hot ethyl acetate
  7. filtrationfiltered
  8. concentrationThe filtrates were concentrated
  9. customthe solid triturated with diethyl ether
  10. filtrationfiltered

来源与证据

ORD记录
ord-69af79e665f04f5092f121a75d85560c
来源数据集
uspto-grants-1995_06
专利号
US05428004

反应笔记

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