홈MCP워크벤치Skills
홈워크벤치알림마이페이지
llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
  1. 홈
  2. /반응

Potassium Carbonate → (S)-methyl-3-(hydroxymethyl)-4-(5-methoxypyridin-2-yl)-3,4-dihydro-2H-benzo[b][1,4]oxazine-8-carboxylate

HRID 912433
노트
인쇄 미리보기

반응식

HRID 912433 반응식
[CH3:1][O:2][C:3](=[O:24])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([NH:10][C:11]2[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][N:12]=2)[C:5]=1[O:19][CH2:20][C@H:21]1[CH2:23][O:22]1.C([O-])([O-])=O.[K+].[K+]>CN(C)C=O>[CH3:1][O:2][C:3]([C:4]1[C:5]2[O:19][CH2:20][C@H:21]([CH2:23][OH:22])[N:10]([C:11]3[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][N:12]=3)[C:6]=2[CH:7]=[CH:8][CH:9]=1)=[O:24]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 11430Potassium CarbonateHCID 86761414(R)-methyl-3-(5-methoxypyridin-2-ylamino)-2-(oxirane-2-ylmethoxy)benzoate

생성물 1

HCID 67411443(S)-methyl-3-(hydroxymethyl)-4-(5-methoxypyridin-2-yl)-3,4-dihydro-2H-benzo[b][1,4]oxazine-8-carboxylate수율 94.6%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
100 °C

실험 절차

To a solution of (R)-methyl-3-(5-methoxypyridin-2-ylamino)-2-(oxiran-2-ylmethoxy)benzoate 0.53 g (1.6 mmol) of step 5 in dimethylformamide 5 mL was added K2CO3 0.28 g (2.0 mmol), followed by stirring at 100° C. for 5 hrs. The reaction mixture is cooled to room temperature, concentrated in a vacuum, diluted with ethylacetate, and washed with distilled water and a saturated NaCl solution. After drying over magnesium sulfate and concentration in a vacuum, purification by column chromatography (developing solvent: ethylacetate/hexane=1/1) afforded 0.50 g of the title compound (yield 94%).

후처리

  1. temperatureThe reaction mixture is cooled to room temperature
  2. concentrationconcentrated in a vacuum
  3. additiondiluted with ethylacetate
  4. washwashed with distilled water
  5. dry with materialAfter drying over magnesium sulfate and concentration in a vacuum, purification by column chromatography (developing solvent: ethylacetate/hexane=1/1)

출처 및 근거

ORD 기록
ord-56c29750177b4f5f83820250116a43c1
출처 데이터셋
uspto-grants-2011_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08026235B1

반응 노트

불러오는 중…

이 페이지에서참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트