Potassium Hydroxide → 1-ethyl-6-methoxy-2-[4-(2-oxo-imidazolidin-1-yl)-phenyl]-1H-indole-3-carbonitrile

HRID 907189ノート

反応式

HRID 907189 の反応式
Cl[CH2:2][CH2:3][NH:4][C:5]([NH:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[N:15]([CH2:27][CH3:28])[C:16]3[C:21]([C:22]=2[C:23]#[N:24])=[CH:20][CH:19]=[C:18]([O:25][CH3:26])[CH:17]=3)=[CH:10][CH:9]=1)=[O:6].[OH-].[K+]>CO>[CH2:27]([N:15]1[C:16]2[C:21](=[CH:20][CH:19]=[C:18]([O:25][CH3:26])[CH:17]=2)[C:22]([C:23]#[N:24])=[C:14]1[C:11]1[CH:12]=[CH:13][C:8]([N:7]2[CH2:2][CH2:3][NH:4][C:5]2=[O:6])=[CH:9][CH:10]=1)[CH3:28]

参加物

4

反応物 2

HCID 14797Potassium HydroxideHCID 594254191-(2-chloroethyl)-3-[4-(3-cyano-1-ethyl-6-methoxy-1H-indol-2-yl)-phenyl]-urea

生成物 1

HCID 594254061-ethyl-6-methoxy-2-[4-(2-oxo-imidazolidin-1-yl)-phenyl]-1H-indole-3-carbonitrile収率 62%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
49 °C

実験手順

To a solution of 1-(2-chloroethyl)-3-[4-(3-cyano-1-ethyl-6-methoxy-1H-indol-2-yl)-phenyl]-urea (100 mg, 0.252 mmol) in MeOH (10 mL) was added aqueous 1M KOH (504 uL) and then stirred at 49° C. for 24 h. The solvents were removed under reduced pressure. The residue was diluted with ethyl acetate and then washed with water. The organic layer was dried over anhydrous MgSO4, filtered and concentrated under reduced pressure. The residue was diluted with ethyl acetate and then triturated with hexane and the precipitate collected by filtration and washed well with 50% ethyl acetate in hexane and dried in vacuo to afford 1-ethyl-6-methoxy-2-[4-(2-oxo-imidazolidin-1-yl)-phenyl]-1H-indole-3-carbonitrile (56 mg, 62%).

後処理

  1. customThe solvents were removed under reduced pressure
  2. additionThe residue was diluted with ethyl acetate
  3. washwashed with water
  4. dry with materialThe organic layer was dried over anhydrous MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure
  7. additionThe residue was diluted with ethyl acetate
  8. customtriturated with hexane
  9. filtrationthe precipitate collected by filtration
  10. washwashed well with 50% ethyl acetate in hexane
  11. customdried in vacuo

出典と根拠

ORDレコード
ord-2d4b369f37504aa7966404818ccf001b
出典データセット
uspto-grants-2011_09
特許番号
US08013006B2

反応ノート

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