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

HRID 717037노트

반응식

HRID 717037 반응식
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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
30 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-0c18c5e28d9c4dafbc3b8387957b3062
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09193693B2

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