4-Toluenesulfonyl chloride → 4-bromo-7-methoxy-1-tosyl-1H-pyrrolo[2,3-c]pyridine

HRID 632739ノート

反応式

HRID 632739 の反応式
[Br:1][C:2]1[CH:7]=[N:6][C:5]([O:8][CH3:9])=[C:4]2[NH:10][CH:11]=[CH:12][C:3]=12.[H-].[Na+].[CH3:15][C:16]1[CH:21]=[CH:20][C:19]([S:22](Cl)(=[O:24])=[O:23])=[CH:18][CH:17]=1>CN(C)C=O>[Br:1][C:2]1[CH:7]=[N:6][C:5]([O:8][CH3:9])=[C:4]2[N:10]([S:22]([C:19]3[CH:20]=[CH:21][C:16]([CH3:15])=[CH:17][CH:18]=3)(=[O:24])=[O:23])[CH:11]=[CH:12][C:3]=12

参加物

5

反応物 3

HCID 73974-Toluenesulfonyl chlorideHCID 24758Sodium hydrideHCID 118064014-bromo-7-methoxy-1H-pyrrolo[2,3-c]pyridine

生成物 1

HCID 896575464-bromo-7-methoxy-1-tosyl-1H-pyrrolo[2,3-c]pyridine収率 100%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A solution of 4-bromo-7-methoxy-1H-pyrrolo[2,3-c]pyridine (7.42 g, 32.7 mmol) in dimethylformamide (235 mL) was stirred at room temperature. To this solution was added sodium hydride (1.18 g, 1.96 g of 60% dispersion in oil, 49.0 mmol), and the reaction mixture was stirred for 10 minutes. P-toluenesulfonyl chloride (9.35 g, 49.0 mmol) was then added portion-wise, and the mixture was stirred at room temperature under nitrogen for 16 hours. The reaction mixture was quenched carefully with water and the resulting beige solid collected by vacuum filtration on a Buchner funnel, and washed with water. The solid was collected and dried in a vacuum oven at 50° C. to provide 12.4 g (100%) of 4-bromo-7-methoxy-1-tosyl-1H-pyrrolo[2,3-c]pyridine.

後処理

  1. stirringthe mixture was stirred at room temperature under nitrogen for 16 hours
  2. customThe reaction mixture was quenched carefully with water
  3. filtrationthe resulting beige solid collected by vacuum filtration on a Buchner funnel
  4. washwashed with water
  5. customThe solid was collected
  6. customdried in a vacuum oven at 50° C.

出典と根拠

ORDレコード
ord-35959e81d8fa49a59b25c2eba5b2f93d
出典データセット
uspto-grants-2016_04
特許番号
US09321765B2

反応ノート

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