Phthalimide → N-{1-(6-Chloropyridin-2-yl)-2-(pyridin-2-yl)ethyl}phthalimide

HRID 1736481노트

반응식

HRID 1736481 반응식
[Cl:1][C:2]1[N:7]=[C:6]([CH:8](O)[CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][N:11]=2)[CH:5]=[CH:4][CH:3]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[C:36]1(=[O:46])[NH:40][C:39](=[O:41])[C:38]2=[CH:42][CH:43]=[CH:44][CH:45]=[C:37]12.N(C(OCC)=O)=NC(OCC)=O>O1CCCC1>[Cl:1][C:2]1[N:7]=[C:6]([CH:8]([N:40]2[C:39](=[O:41])[C:38]3=[CH:42][CH:43]=[CH:44][CH:45]=[C:37]3[C:36]2=[O:46])[CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][N:11]=2)[CH:5]=[CH:4][CH:3]=1

참가 물질

6

반응물 4

HCID 6809PhthalimideHCID 11776TriphenylphosphineHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 541195581-(6-Chloropyridin-2-yl)-2-(pyridin-2-yl)ethyl alcohol

생성물 1

HCID 19973564N-{1-(6-Chloropyridin-2-yl)-2-(pyridin-2-yl)ethyl}phthalimide수율 128.9%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

38.6 g of the 1-(6-chloropyridin-2-yl)-2-(pyridin-2-yl)ethyl alcohol prepared in the Preparative Example 20, 47.8 g of triphenylphosphine and 26.8 g of phthalimide were dissolved in 500 ml of tetrahydrofuran, followed by the addition thereto of 31.7 g of diethyl azodicarboxylate. The obtained mixture was stirred at room temperature overnight and concentrated, followed by the addition thereto of diethyl ether. The obtained mixture was filtered to remove insolubles and the filtrate was purified by silica gel chromatography (with a hexane/ethyl acetate (2:1) mixture) to give 77.1 g of the title compound as a roughly purified product.

후처리

  1. additionfollowed by the addition
  2. concentrationconcentrated
  3. additionfollowed by the addition
  4. filtrationThe obtained mixture was filtered
  5. customto remove insolubles
  6. customthe filtrate was purified by silica gel chromatography (with a hexane/ethyl acetate (2:1) mixture)

출처 및 근거

ORD 기록
ord-61ee13c25f52433eb2d245d18a7869a2
출처 데이터셋
uspto-grants-1996_07
특허 번호
US05541213

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