Sodium borohydride → 3-(4-Methyl-benzo[b]thiophen-3-ylmethyl)-imidazo[1,2-a]pyridin-2-one

HRID 215972ノート

反応式

HRID 215972 の反応式
[BH4-].[Na+].[CH3:3][C:4]1[C:12]2[C:11]([CH:13]=[C:14]3[N:18]4[CH:19]=[CH:20][CH:21]=[CH:22][C:17]4=[N:16][C:15]3=[O:23])=[CH:10][S:9][C:8]=2[CH:7]=[CH:6][CH:5]=1>C(O)C.CO>[CH3:3][C:4]1[C:12]2[C:11]([CH2:13][CH:14]3[N:18]4[CH:19]=[CH:20][CH:21]=[CH:22][C:17]4=[N:16][C:15]3=[O:23])=[CH:10][S:9][C:8]=2[CH:7]=[CH:6][CH:5]=1

参加物

5

反応物 2

HCID 4311764Sodium borohydrideHCID 686997973-(4-Methyl-benzo[b]thiophen-3-ylmethylene)-imidazo[1,2-a]pyridin-2-one

生成物 1

HCID 591767733-(4-Methyl-benzo[b]thiophen-3-ylmethyl)-imidazo[1,2-a]pyridin-2-one

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 887Methanol溶媒

反応条件

温度
-78 °C

実験手順

To a suspension of 121 mg (3.2 mmol) of sodium borohydride in 50 mL of ethanol is added a solution of 624 mg (2.1 mmol) of 3-(4-methyl-benzo[b]thiophen-3-ylmethylene)-imidazo[1,2-a]pyridin-2-one in 50 mL of methanol dropwise at −78° C. After stirring for 15 minutes at −78° C., the reaction mixture is quenched with saturated aqueous ammonium chloride solution at −78° C. The product is extracted with dichloromethane. The organic layer is dried over magnesium sulfate, filtered and concentrated in vacuo to give the desired compound.

後処理

  1. customthe reaction mixture is quenched with saturated aqueous ammonium chloride solution at −78° C
  2. extractionThe product is extracted with dichloromethane
  3. dry with materialThe organic layer is dried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-2469c84c63aa41c5bf5cae7cd24ca3f0
出典データセット
uspto-grants-2012_06
特許番号
US08193214B2

反応ノート

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