Bromine → 5'-Bromo-7'-fluorospiro[cyclopropane-1,3'-indolin]-2'-one

HRID 2250525

反応式

HRID 2250525 の反応式
[F:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:10]=1[NH:9][C:8](=[O:11])[C:7]12[CH2:13][CH2:12]1.C([O-])(=O)C.[Na+].[Br:19]Br>C(Cl)Cl.CCOCC>[Br:19][C:4]1[CH:5]=[C:6]2[C:10](=[C:2]([F:1])[CH:3]=1)[NH:9][C:8](=[O:11])[C:7]12[CH2:13][CH2:12]1

参加物

6

反応物 3

HCID 24408BromineHCID 517045Sodium AcetateHCID 602091727'-Fluorospiro[cyclopropane-1,3'-indolin]-2'-one

生成物 1

HCID 602091735'-Bromo-7'-fluorospiro[cyclopropane-1,3'-indolin]-2'-one収率 82%

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 6344Dichloromethane溶媒

反応条件

温度
25 °C

実験手順

7′-Fluorospiro[cyclopropane-1,3′-indol]-2′(1′H)-one (0.54 g, 3.05 mmol) was dissolved in 20 mL of CH2Cl2 and sodium acetate (0.28 g, 3.36 mmol) was added followed by bromine (0.173 mL, 3.36 mmol). The mixture was stirred at 25° C. for 16 h then diluted with ether and washed with Na2S3O3, sodium bicarbonate, water, brine, dried over MgSO4, and concentrated. Purification by flash chromatography (15% acetone/hexane) afforded 5′-Bromo-7′-fluorospiro[cyclopropane-1,3′-indol]-2′(1′H)-one (0.64 g, 82%) as a white solid:

後処理

  1. washwashed with Na2S3O3, sodium bicarbonate, water, brine
  2. dry with materialdried over MgSO4
  3. concentrationconcentrated
  4. customPurification by flash chromatography (15% acetone/hexane)

出典と根拠

ORDレコード
ord-c7efae6d294848b9bb0fc73ea2cec4dd
出典データセット
uspto-grants-2008_01
特許番号
US07317037B2

関連ノート

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