Methyl 3-amino-2-methylpropanoate → 3-(4-Methoxy-quinolin-2-ylamino)-2-methyl-propionic acid methyl ester

HRID 2415132노트

반응식

HRID 2415132 반응식
[CH3:1][O:2][C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[N:6]=[C:5](OS(C(F)(F)F)(=O)=O)[CH:4]=1.[CH3:21][O:22][C:23](=[O:28])[CH:24]([CH3:27])[CH2:25][NH2:26]>C(#N)C>[CH3:21][O:22][C:23](=[O:28])[CH:24]([CH3:27])[CH2:25][NH:26][C:5]1[CH:4]=[C:3]([O:2][CH3:1])[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[N:6]=1

참가 물질

4

반응물 2

HCID 10486829Methyl 3-amino-2-methylpropanoateHCID 235256351,1,1-Trifluoromethanesulfonic acid 4-methoxyquinolin-2-yl ester

생성물 1

HCID 698371313-(4-Methoxy-quinolin-2-ylamino)-2-methyl-propionic acid methyl ester수율 42%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A solution of 1,1,1-trifluoromethanesulfonic acid 4-methoxyquinolin-2-yl ester [from Example 1b] (2.03 g, 6.61 mmol) and 3-amino-2-methyl-propionic acid methyl ester (1.5 eq, 1.52 g, 9.91 mmol) in acetonitrile (25 mL) was heated at reflux for five days. It was cooled to room temperature and evaporated to an oil. The crude product was purified via column chromatography on silica (1:1 ethyl acetate/hexane) to give the product (0.75 g, 42%) as an orange oil. [M+H]+ 275.

후처리

  1. temperatureat reflux for five days
  2. customevaporated to an oil
  3. customThe crude product was purified via column chromatography on silica (1:1 ethyl acetate/hexane)

출처 및 근거

ORD 기록
ord-58ec150cafc145d59574ae66d93d4135
출처 데이터셋
uspto-grants-2004_11
특허 번호
US06818655B2

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