Pyridine → HCID 86681638、化合物

HRID 571221ノート

反応式

HRID 571221 の反応式
Cl.[NH2:2][C:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]([CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14])[CH:4]=1.[CH3:18][S:19](Cl)(=[O:21])=[O:20].N1C=CC=CC=1>C(Cl)Cl>[CH3:18][S:19]([NH:2][C:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]([CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14])[CH:4]=1)(=[O:21])=[O:20]

参加物

5

反応物 3

HCID 1049PyridineHCID 31297Methanesulfonyl chlorideHCID 86681636HCID 86681636、化合物

生成物 1

HCID 86681638HCID 86681638、化合物収率 86.3%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

To a suspension of ethyl 2-(3-amino-1H-indol-1-yl)acetate hydrochloride (220 mg, 0.864 mmol) in dry DCM (4 ml), cooled at 0° C. under nitrogen, methanesulfonyl chloride (67.3 μl, 0.864 mmol) and dry pyridine (559 μl, 6.91 mmol) were added. After stirring at 0° C. for 4 hours, the mixture was partitioned between 5% aqueous citric acid and DCM; the organic phase was washed with water, dried over Na2SO4 and evaporated to give ethyl 2-(3-(methylsulfonamido)-1H-indol-1-yl)acetate (221 mg, 0.746 mmol, 86% yield). MS/ESI+ 319.0 [MNa]+. This product was used in the next step without any additional purification.

後処理

  1. customthe mixture was partitioned between 5% aqueous citric acid and DCM
  2. washthe organic phase was washed with water
  3. dry with materialdried over Na2SO4
  4. customevaporated

出典と根拠

ORDレコード
ord-56b602615acf472cb446fb9d1847bbf8
出典データセット
uspto-grants-2015_05
特許番号
US09024027B2

反応ノート

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