Aluminum(III) Chloride → (S)-methyl 3-(2-methylpyrrolidin-1-yl)-2-oxo-1,2-dihydroquinoxaline-6-carboxylate

HRID 717037ノート

反応式

HRID 717037 の反応式
C([N:8]1[C:17]2[C:12](=[CH:13][C:14]([C:18]([O:20][CH3:21])=[O:19])=[CH:15][CH:16]=2)[N:11]=[C:10]([N:22]2[CH2:26][CH2:25][CH2:24][C@@H:23]2[CH3:27])[C:9]1=[O:28])C1C=CC=CC=1.[Al+3].[Cl-].[Cl-].[Cl-]>ClCCl>[CH3:27][C@H:23]1[CH2:24][CH2:25][CH2:26][N:22]1[C:10]1[C:9](=[O:28])[NH:8][C:17]2[C:12]([N:11]=1)=[CH:13][C:14]([C:18]([O:20][CH3:21])=[O:19])=[CH:15][CH:16]=2

参加物

4

反応物 2

HCID 6451240Aluminum(III) ChlorideHCID 67042040(S)-methyl 1-benzyl-3-(2-methylpyrrolidin-1-yl)-2-oxo-1,2-dihydroquinoxaline-6-carboxylate

生成物 1

HCID 67041797(S)-methyl 3-(2-methylpyrrolidin-1-yl)-2-oxo-1,2-dihydroquinoxaline-6-carboxylate

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
30 °C

実験手順

Into a 250-mL round-bottom flask, was placed a solution of (S)-methyl 1-benzyl-3-(2-methylpyrrolidin-1-yl)-2-oxo-1,2-dihydroquinoxaline-6-carboxylate (2.2 g, 5.84 mmol, 1.00 equiv) in dichloromethane (100 mL). This was followed by the addition of AlCl3 (7.7 g, 58.33 mmol, 10.00 equiv) in several batches. The resulting solution was stirred overnight at 30° C. in an oil bath. The resulting solution was concentrated under vacuum. The residue was applied onto a silica gel column with dichloromethane/methanol (1:100). This resulted in 900 mg (53%) of (S)-methyl 3-(2-methylpyrrolidin-1-yl)-2-oxo-1,2-dihydroquinoxaline-6-carboxylate as a brown solid.

後処理

  1. customInto a 250-mL round-bottom flask, was placed
  2. concentrationThe resulting solution was concentrated under vacuum
  3. customThis resulted in 900 mg (53%) of (S)-methyl 3-(2-methylpyrrolidin-1-yl)-2-oxo-1,2-dihydroquinoxaline-6-carboxylate as a brown solid

出典と根拠

ORDレコード
ord-0c18c5e28d9c4dafbc3b8387957b3062
出典データセット
uspto-grants-2015_11
特許番号
US09193693B2

反応ノート

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