碳酸钾 → HCID 11525330，化合物

HRID 1713022

反应方程式

HRID 1713022 反应方程式
C(O[C:4]([C:6]1[NH:10][C:9]2[CH:11]=[C:12]([C:14]3[CH:19]=[CH:18][C:17]([N+:20]([O-:22])=[O:21])=[CH:16][CH:15]=3)[O:13][C:8]=2[CH:7]=1)=[O:5])C.C(OC(=O)C(CC)CCN1C(=S)N2C3C=C(C4C=CC([N+]([O-])=O)=CC=4)OC=3C=C2C1=O)C.[CH2:55]([O:57][C:58](=[O:67])[CH2:59][C:60]([CH3:66])([CH3:65])[CH2:61][N:62]=[C:63]=[S:64])[CH3:56].C(=O)([O-])[O-].[K+].[K+]>C(Cl)(Cl)Cl>[CH2:55]([O:57][C:58](=[O:67])[CH2:59][C:60]([CH3:66])([CH3:65])[CH2:61][N:62]1[C:63](=[S:64])[N:10]2[C:9]3[CH:11]=[C:12]([C:14]4[CH:19]=[CH:18][C:17]([N+:20]([O-:22])=[O:21])=[CH:16][CH:15]=4)[O:13][C:8]=3[CH:7]=[C:6]2[C:4]1=[O:5])[CH3:56]

参与物

6

反应物 4

HCID 11430碳酸钾HCID 594634452-(4-nitro-phenyl)-4H-furo[3,2-b]pyrrole-5-carboxylic acid ethyl esterHCID 86618327HCID 86618327，化合物HCID 86618331HCID 86618331，化合物

产物 1

HCID 11525330HCID 11525330，化合物收率 99.6%

试剂、催化剂与溶剂 1

HCID 6212三氯甲烷溶剂

反应条件

温度
140 °C

实验过程

2-(4-nitro-phenyl)-4H-furo[3,2-b]pyrrole-5-carboxylic acid ethyl ester (212 mg, 0.71 mmol, 1 molequivalent), prepared as described hereinabove (see, preparation of Compound 1), was placed in a round bottom flask and 4-isothiocyanato-3,3-dimethyl-butyric acid ethyl ester (1.4 grams, 7.1 mmol, 10 molequivalents) was added thereto, followed by addition of grinded anhydrous potassium carbonate (K2CO3; 147 mg, 1.1 mmol, 1.5 molequivalents). The mixture was heated while stirring at 140° C. for 16 hours. The reaction mixture was thereafter dissolved in chloroform and 5% citric acid solution, the organic phase was extracted, and the aqueous layer was washed with chloroform several times. The combined organic layers were dried over Na2SO4, the solvent was removed under reduced pressure, and the crude product was triturated in ethanol to give Compound 7 (322 mg, 40% yield) as an orange solid.

后处理

  1. customwas placed in a round bottom flask
  2. temperatureThe mixture was heated
  3. extraction5% citric acid solution, the organic phase was extracted
  4. washthe aqueous layer was washed with chloroform several times
  5. dry with materialThe combined organic layers were dried over Na2SO4
  6. customthe solvent was removed under reduced pressure
  7. customthe crude product was triturated in ethanol

来源与证据

ORD记录
ord-bce17004c4be48ebab39dcc0564a406c
来源数据集
uspto-grants-2010_09
专利号
US07795255B2

关联笔记

加载中…