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Methanol → Methyl 2-((4-(2-fluoro-4-nitrophenoxy)quinolin-7-yl)oxy)-2-methylpropanoate

HRID 2277395
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HRID 2277395 반응식
[F:1][C:2]1[CH:25]=[C:24]([N+:26]([O-:28])=[O:27])[CH:23]=[CH:22][C:3]=1[O:4][C:5]1[C:14]2[C:9](=[CH:10][C:11]([O:15][C:16]([CH3:21])([CH3:20])[C:17]([OH:19])=[O:18])=[CH:12][CH:13]=2)[N:8]=[CH:7][CH:6]=1.[CH3:29]CN=C=NCCCN(C)C.C1C=NC2N(O)N=NC=2C=1.CO>C(Cl)Cl>[F:1][C:2]1[CH:25]=[C:24]([N+:26]([O-:28])=[O:27])[CH:23]=[CH:22][C:3]=1[O:4][C:5]1[C:14]2[C:9](=[CH:10][C:11]([O:15][C:16]([CH3:21])([CH3:20])[C:17]([O:19][CH3:29])=[O:18])=[CH:12][CH:13]=2)[N:8]=[CH:7][CH:6]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 887MethanolHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 181649HOAtHCID 681940182-((4-(2-Fluoro-4-nitrophenoxy)quinolin-7-yl)oxy)-2-methylpropanoic acid

생성물 1

HCID 68193885Methyl 2-((4-(2-fluoro-4-nitrophenoxy)quinolin-7-yl)oxy)-2-methylpropanoate수율 96.7%

시약·촉매·용매 1

HCID 6344
Dichloromethane
용매
2회

실험 절차

To a solution of 2-((4-(2-fluoro-4-nitrophenoxy)quinolin-7-yl)oxy)-2-methylpropanoic acid (3 g, 7.75 mmol), EDCI (1.8 g, 9.3 mmol) and HOAT (0.2 g, 1.6 mmol) in CH2Cl2 (60 mL) was added CH3OH (5 mL). The reaction mixture was stirred at room temperature for 1 hour and then diluted with 20 mL of CH2Cl2. The organic phase was separated, washed with water (20 mL) and concentrated in vacuo. The crude product was purified by a column chromatography on silica gel (PE/EtOAc=2:1) to afford the title compound as a yellow oil (3 g, 96.5%).

후처리

  1. customThe organic phase was separated
  2. washwashed with water (20 mL)
  3. concentrationconcentrated in vacuo
  4. customThe crude product was purified by a column chromatography on silica gel (PE/EtOAc=2:1)

출처 및 근거

ORD 기록
ord-3982c278b1874ed49afd207709b222b9
출처 데이터셋
uspto-grants-2015_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09133162B2

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