N-Methylmaleimide → 4-[(E)-2-(5-bromopyridin-2-yl)vinyl]-2-methyloctahydropyrrolo[3,4-a]-indolizine-1,3-dione

HRID 540639

반응식

HRID 540639 반응식
[Br:1][C:2]1[CH:3]=[CH:4][C:5](/[CH:8]=[CH:9]/[CH:10]=O)=[N:6][CH:7]=1.[CH2:12]1[CH2:17][C@H:16]([C:18](O)=O)[NH:15][CH2:14][CH2:13]1.[CH3:21][N:22]1[C:26](=[O:27])C=[CH:24][C:23]1=[O:28]>CC#N>[Br:1][C:2]1[CH:3]=[CH:4][C:5](/[CH:8]=[CH:9]/[CH:10]2[N:15]3[CH:16]([CH2:17][CH2:12][CH2:13][CH2:14]3)[CH:18]3[C:26](=[O:27])[N:22]([CH3:21])[C:23](=[O:28])[CH:24]23)=[N:6][CH:7]=1

참가 물질

5

반응물 3

HCID 70261N-MethylmaleimideHCID 736316Pipecolic acid, (+)-HCID 866767303-(5-Bromopyridin-2-yl)prop-2-enal

생성물 1

HCID 534923684-[(E)-2-(5-bromopyridin-2-yl)vinyl]-2-methyloctahydropyrrolo[3,4-a]-indolizine-1,3-dione

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A mixture of 820 mg of (E)-3-(5-bromopyridin-2-yl)propenal, 500 mg of D-pipecolinic acid, 430 mg of N-methylmaleinimide and 20 ml of MeCN is boiled at reflux for 2 h. The solvents are removed and the residue is purified by column chromatography (silica gel, ethyl acetate:DCM=3:1). Using this method, 3 pure fractions are obtained.

후처리

  1. temperatureat reflux for 2 h
  2. customThe solvents are removed
  3. customthe residue is purified by column chromatography (silica gel, ethyl acetate:DCM=3:1)
  4. customare obtained

출처 및 근거

ORD 기록
ord-901fab959cda48f9b80c1f553c5a1c17
출처 데이터셋
uspto-grants-2014_10
특허 번호
US08871798B2

연결된 노트

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