N-quinolin-8-ylquinolin-6-amine → HCID 58899096, 화합물

HRID 1181182노트

반응식

HRID 1181182 반응식
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][C:9]=2[NH:11][C:12]2[CH:13]=[C:14]3[C:19](=[CH:20][CH:21]=2)[N:18]=[CH:17][CH:16]=[CH:15]3)[CH:4]=[CH:3][CH:2]=1>C(O)(=O)C.[Pt](=O)=O>[NH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][C:9]=2[NH:11][C:12]2[CH:13]=[C:14]3[C:19](=[CH:20][CH:21]=2)[NH:18][CH2:17][CH2:16][CH2:15]3)[CH2:4][CH2:3][CH2:2]1

참가 물질

4

반응물 1

HCID 58899094N-quinolin-8-ylquinolin-6-amine

생성물 1

HCID 58899096HCID 58899096, 화합물수율 42.2%

시약·촉매·용매 2

HCID 345198Adams' catalyst촉매HCID 176Acetic Acid용매

실험 절차

A solution of 3.68 grams of N-quinolin-8-ylquinolin-6-amine from above in 60 mL of acetic acid containing 0.22 grams of platinum(IV) oxide was hydrogenated at 40 psi for 2.0 hours on a Parr low-pressure hydrogenator. The solution was filtered through diatomaceous earth; concentrated in vacuo; and neutralized with 3N aqueous sodium hydroxide. The aqueous phase was diluted with water and extracted three times with ethyl acetate. The combined ethyl acetate layers were washed with brine; dried over anhydrous magnesium sulfate, filtered and concentrated in vacuo to yield 1.6 grams of brown solid. The solid was chromatographed on silica gel, eluting with hexane/ethyl acetate gradient to afford 0.8 grams of the desired product as a purple solid. 1H NMR (CDCl3/D2O) δ 6.4-6.9 (m, 6H), 3.2-3.4 (m, 4H), 2.6-2.9 (m, 4H), 1.8-2.1 (m, 4H).

후처리

  1. filtrationThe solution was filtered through diatomaceous earth
  2. concentrationconcentrated in vacuo
  3. additionThe aqueous phase was diluted with water
  4. extractionextracted three times with ethyl acetate
  5. washThe combined ethyl acetate layers were washed with brine
  6. dry with materialdried over anhydrous magnesium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-3c90eff6e8f24537848d91c7568c85c1
출처 데이터셋
uspto-grants-2007_10
특허 번호
US07285518B2

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