Cesium carbonate → HCID 68644271、化合物

HRID 1158964ノート

反応式

HRID 1158964 の反応式
[CH3:1][C:2]1[C:7]([CH2:8][OH:9])=[CH:6][N:5]=[C:4]([CH3:10])[C:3]=1[OH:11].Cl.CC(=NO)C(C)=NO.I[C:22]1[CH:29]=[CH:28][C:25]([C:26]#[N:27])=[CH:24][CH:23]=1.C(=O)([O-])[O-].[Cs+].[Cs+]>CN(C=O)C.[Cu-]=O>[OH:9][CH2:8][C:7]1[C:2]([CH3:1])=[C:3]([O:11][C:22]2[CH:29]=[CH:28][C:25]([C:26]#[N:27])=[CH:24][CH:23]=2)[C:4]([CH3:10])=[N:5][CH:6]=1

参加物

7

反応物 4

HCID 10796Cesium carbonateHCID 674174-Desoxypyridoxine hydrochlorideHCID 764674-IodobenzonitrileHCID 135459645Dimethylglyoxime

生成物 1

HCID 68644271HCID 68644271、化合物収率 7%

試薬・触媒・溶媒 2

HCID 178419072HCID 178419072、化合物触媒HCID 6228Dimethylformamide溶媒

反応条件

温度
110 °C

実験手順

A mixture of 4-deoxypyridoxine hydrochloride (0.44 g, 2.8 mmol), copper (I) oxide (0.50 g, 3.5 mmol), dimethylglyoxime (0.15 g, 1.3 mmol), 4-iodobenzonitrile (1.08 g, 4.7 mmol), cesium carbonate (5.00 g, 15.3 mmol), and crushed molecular sieves 3° A (0.6 g) in anhydrous DMF (4 mL) were heated at 110° C. for 12 hours. The reaction mixture was evaporated to dryness, and the crude product purified by column chromatography on silica gel using a gradient of dichloromethane:methyl alcohol (1:0 to 9:1) as eluant to give 4-(5-hydroxymethyl-2,4-dimethyl-pyridin-3-yloxy)-benzonitrile (89) (50 mg, 7% yield).

後処理

  1. customThe reaction mixture was evaporated to dryness
  2. customthe crude product purified by column chromatography on silica gel using a gradient of dichloromethane:methyl alcohol (1:0 to 9:1) as eluant

出典と根拠

ORDレコード
ord-5f1d208941b94b31821320586bde4381
出典データセット
uspto-grants-2010_10
特許番号
US07812037B2

反応ノート

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