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Methanol → HCID 68699731, 화합물

HRID 1624885
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HRID 1624885 반응식
[CH2:1]([N:4]1[C:9](=[O:10])[C:8](Br)=[N:7][N:6]([C:12]2[CH:13]=[C:14]([NH:18][C:19](=[O:21])[CH3:20])[CH:15]=[CH:16][CH:17]=2)[C:5]1=[O:22])[CH:2]=[CH2:3].[Na].[CH3:24][OH:25]>>[CH2:1]([N:4]1[C:9](=[O:10])[C:8]([O:25][CH3:24])=[N:7][N:6]([C:12]2[CH:13]=[C:14]([NH:18][C:19](=[O:21])[CH3:20])[CH:15]=[CH:16][CH:17]=2)[C:5]1=[O:22])[CH:2]=[CH2:3]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 3

HCID 887Methanol2회HCID 5360545SodiumHCID 68701529HCID 68701529, 화합물

생성물 1

HCID 68699731HCID 68699731, 화합물수율 86%

실험 절차

According to Scheme 3 Step 3: To a solution of compound 6(B) (800 mg, 2.19 mmol) in MeOH (10 mL) was added. a solution of sodium methoxyde 2M in methanol (1.1 mL, 2.19 mol). After 1 h of stirring at room temperature, the mixture was quenched with water and extracted with ethyl acetate (×3). The combined organic layers were successively washed with water, brine, dried over MgSO4, filtered and concentrated under reduced pressure. The crude solid was purified by flash chromatography with silica gel (Merck Flashmart prepacked column 10 g SiO2) using CH2Cl2/MeOH 98/2 as eluant to afford N-(3-(4-allyl-6-methoxy-3,5-dioxo-4,5-dihydro-1,2,4-triazin-2(3H)-yl)phenyl)acetamide 6(C) (600 mg, 86%) as a white solid.

후처리

  1. customthe mixture was quenched with water
  2. extractionextracted with ethyl acetate (×3)
  3. washThe combined organic layers were successively washed with water, brine
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure
  7. customThe crude solid was purified by flash chromatography with silica gel (Merck Flashmart prepacked column 10 g SiO2)

출처 및 근거

ORD 기록
ord-ee84c706bc074072b59cb0b1c4982dda
출처 데이터셋
uspto-grants-2014_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08779129B2

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