二氯甲烷 → 2-Cyano-1-(4-fluorobenzyl)-5-methanesulfonylindole

HRID 1814101笔记

反应方程式

HRID 1814101 反应方程式
[F:1][C:2]1[CH:24]=[CH:23][C:5]([CH2:6][N:7]2[C:15]3[C:10](=[CH:11][C:12]([S:16]([CH3:19])(=[O:18])=[O:17])=[CH:13][CH:14]=3)[CH:9]=[C:8]2[C:20]([NH2:22])=O)=[CH:4][CH:3]=1.ClCCl.C(N(CC)CC)C.FC(F)(F)C(O)=O>O>[C:20]([C:8]1[N:7]([CH2:6][C:5]2[CH:4]=[CH:3][C:2]([F:1])=[CH:24][CH:23]=2)[C:15]2[C:10]([CH:9]=1)=[CH:11][C:12]([S:16]([CH3:19])(=[O:17])=[O:18])=[CH:13][CH:14]=2)#[N:22]

参与物

6

反应物 4

HCID 6344二氯甲烷HCID 6422三氟乙酸HCID 8471三乙胺HCID 225043691-(4-Fluorobenzyl)-5-methanesulfonylindole-2-carboxamide

产物 1

HCID 225044482-Cyano-1-(4-fluorobenzyl)-5-methanesulfonylindole收率 71.7%

试剂、催化剂与溶剂 1

HCID 962聚[6-[4-(4-氰基苯基)苯氧基]己基甲基丙烯酸酯]溶剂

实验过程

To a mixture of 1-(4-fluorobenzyl)-5-methanesulfonylindole-2-carboxamide (100 mg) and dichloromethane (2 ml), triethylamine (0.09 ml) and anhydrous trifluoroacetic acid (0.09 ml) were added at 15 to 30° C. and the mixture was stirred at the same temperature for 2 hours. Water was added therto, and the mixture was extracted with dichloromethane. The organic layer was washed with water, dried over sodium sulfate and concentrated under reduced pressure. The resulting residue was subjected to silica gel column chromatography (hexane:ethyl acetate=2:1) to obtain 68 mg of the desired product as a white crystal.

后处理

  1. additionwere added at 15 to 30° C.
  2. extractionwas extracted with dichloromethane
  3. washThe organic layer was washed with water
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated under reduced pressure

来源与证据

ORD记录
ord-768ae26247fa44bdbc9924daf81bc145
来源数据集
uspto-grants-2005_04
专利号
US06875770B2

反应笔记

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