Potassium Carbonate → 2-(3-(3-tert-butoxycarbonylaminomethylpyrrolidin-1-yl)propyl)-2,3-dihydro-1 H-isoindole-1,3-dione

HRID 344232노트

반응식

HRID 344232 반응식
[C:1]([O:5][C:6]([NH:8][CH2:9][CH:10]1[CH2:14][CH2:13][NH:12][CH2:11]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C(=O)([O-])[O-].[K+].[K+].Br[CH2:22][CH2:23][CH2:24][N:25]1[C:29](=[O:30])[C:28]2=[CH:31][CH:32]=[CH:33][CH:34]=[C:27]2[C:26]1=[O:35]>CN(C)C=O>[C:1]([O:5][C:6]([NH:8][CH2:9][CH:10]1[CH2:14][CH2:13][N:12]([CH2:22][CH2:23][CH2:24][N:25]2[C:29](=[O:30])[C:28]3[C:27](=[CH:34][CH:33]=[CH:32][CH:31]=3)[C:26]2=[O:35])[CH2:11]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 21611N-3-BromopropylphthalimideHCID 4250767tert-butyl N-((pyrrolidin-3-yl)methyl)carbamate

생성물 1

HCID 537857162-(3-(3-tert-butoxycarbonylaminomethylpyrrolidin-1-yl)propyl)-2,3-dihydro-1 H-isoindole-1,3-dione수율 65.3%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

Dimethylformamide (200 ml) was added to 3-(tert-butoxycarbonylaminomethyl)pyrrolidine (14 g), and potassium carbonate (30 g) and N-(3-bromopropyl)phthalimide (18 g) were added at room temperature with stirring, and the mixture was stirred at room temperature for 8 hr. The reaction mixture was concentrated under reduced pressure, and aqueous potassium carbonate solution was added to the residue. The mixture was extracted with ethyl acetate. The mixture was dried over magnesium sulfate, and concentrated under reduced pressure. The obtained residue was purified by silica gel chromatography to give 17 g of 2-(3-(3-tert-butoxycarbonylaminomethylpyrrolidin-1-yl)propyl)-2,3-dihydro-1 H-isoindole-1,3-dione.

후처리

  1. additionwere added at room temperature
  2. stirringthe mixture was stirred at room temperature for 8 hr
  3. concentrationThe reaction mixture was concentrated under reduced pressure, and aqueous potassium carbonate solution
  4. additionwas added to the residue
  5. extractionThe mixture was extracted with ethyl acetate
  6. dry with materialThe mixture was dried over magnesium sulfate
  7. concentrationconcentrated under reduced pressure
  8. customThe obtained residue was purified by silica gel chromatography

출처 및 근거

ORD 기록
ord-e0ecd9dfd66b4de5aea771bac00e1ea6
출처 데이터셋
uspto-grants-1999_01
특허 번호
US05864039

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