HCID 178418573, 화합물 → HCID 178441842, 화합물

HRID 486024노트

반응식

HRID 486024 반응식
[C:1]([C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[NH:10][C:9]([CH2:14][CH2:15][CH2:16][CH3:17])=[N:8][C:7]2=[O:18])(=[O:3])[CH3:2].[CH3:19][Mg]Br>O1CCCC1.C(OCC)C>[CH2:14]([C:9]1[NH:10][C:11]2[C:6]([C:7](=[O:18])[N:8]=1)=[CH:5][C:4]([C:1]([OH:3])([CH3:19])[CH3:2])=[CH:13][CH:12]=2)[CH2:15][CH2:16][CH3:17]

참가 물질

5

반응물 2

HCID 178418573HCID 178418573, 화합물HCID 178441846HCID 178441846, 화합물

생성물 1

HCID 178441842HCID 178441842, 화합물

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 8028Tetrahydrofuran용매

반응 조건

온도
0 °C

실험 절차

To a solution of 4.00 g 6-acetyl-2-butyl-4(1H)-quinazolinone in 250 ml of dry tetrahydrofuran, cooled to 0° C., is added dropwise 16.4 ml of 3.0M methylmagnesium bromide in diethyl ether. The reaction is stirred at 0° C. for 0.5 hours and then allowed to warm to room temperature followed by quenching with 100 ml of saturated ammonium chloride solution. The mixture is diluted with 50 ml of water and extracted with ethyl acetate. The combined organic layers are washed with brine, dried over anhydrous magnesium sulfate, filtered and concentrated in vacuo. The residue is purified by flash chromatography on silica gel, eluting with 100:0.25 chloroform-methanol to give 2.75 g of the desired product as a white solid. CI MASS SPEC 261(MH+).

후처리

  1. temperatureto warm to room temperature
  2. customby quenching with 100 ml of saturated ammonium chloride solution
  3. additionThe mixture is diluted with 50 ml of water
  4. extractionextracted with ethyl acetate
  5. washThe combined organic layers are washed with brine
  6. dry with materialdried over anhydrous magnesium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo
  9. customThe residue is purified by flash chromatography on silica gel
  10. washeluting with 100:0.25 chloroform-methanol

출처 및 근거

ORD 기록
ord-a49abe0f4eeb4baa981cffdf1fec1306
출처 데이터셋
uspto-grants-1994_03
특허 번호
US05290780

반응 노트

불러오는 중…