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Dimethyl Sulfide → (2,4-dimethylthiophen-3-yl)-3-(2-fluoro-4-hydroxyphenyl)-1-methyl-1H-pyrazole-5-carbonitrile

HRID 1410172
笔记
打印预览

反应方程式

HRID 1410172 反应方程式
[CH3:1][C:2]1[S:3][CH:4]=[C:5]([CH3:24])[C:6]=1[C:7]1[C:8]([C:15]2[CH:20]=[CH:19][C:18]([O:21]C)=[CH:17][C:16]=2[F:23])=[N:9][N:10]([CH3:14])[C:11]=1[C:12]#[N:13].S(C)C>C(Cl)Cl.B(F)(F)F>[CH3:1][C:2]1[S:3][CH:4]=[C:5]([CH3:24])[C:6]=1[C:7]1[C:8]([C:15]2[CH:20]=[CH:19][C:18]([OH:21])=[CH:17][C:16]=2[F:23])=[N:9][N:10]([CH3:14])[C:11]=1[C:12]#[N:13]
参与物实验过程后处理来源与证据反应笔记

参与物

5

反应物 2

HCID 1068Dimethyl SulfideHCID 671200444-(2,4-dimethylthiophen-3-yl)-3-(2-fluoro-4-methoxyphenyl)-1-methyl-1H-pyrazole-5-carbonitrile

产物 1

HCID 136350247(2,4-dimethylthiophen-3-yl)-3-(2-fluoro-4-hydroxyphenyl)-1-methyl-1H-pyrazole-5-carbonitrile收率 43%

试剂、催化剂与溶剂 2

HCID 6344二氯甲烷溶剂HCID 6356硼11三氟化硼气体溶剂

实验过程

4-(2,4-dimethylthiophen-3-yl)-3-(2-fluoro-4-methoxyphenyl)-1-methyl-1H-pyrazole-5-carbonitrile (17 mg, 0.05 mmol) was dissolved in dry DCM (2 mL) and BF3.Me2S (1 M solution in DCM, 0.3 mL, 0.3 mmol) was added and the mixture was stirred at room temperature over night. The mixture was concentrated and MeOH was added to quench the reaction The crude product was purified on silica gel to give -(2,4-dimethylthiophen-3-yl)-3-(2-fluoro-4-hydroxyphenyl)-1-methyl-1H-pyrazole-5-carbonitrile (7.0 mg, 43%).

后处理

  1. concentrationThe mixture was concentrated
  2. additionMeOH was added
  3. customto quench
  4. customthe reaction The crude product
  5. customwas purified on silica gel

来源与证据

ORD记录
ord-7e5fe42755ca44b19b7e10f3a0f0482c
来源数据集
uspto-grants-2014_12
DOI
10.6084/m9.figshare.5104873.v1
专利号
US08921402B2

反应笔记

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本页导航参与物实验过程后处理来源与证据反应笔记