53593-61-6 → HCID 178435592, 화합물

HRID 1974934노트

반응식

HRID 1974934 반응식
[CH2:1]([C:5]1[NH:6][C:7]2[C:12]([C:13](=[O:15])[N:14]=1)=[CH:11][C:10](I)=[CH:9][CH:8]=2)[CH2:2][CH2:3][CH3:4].[CH:17]([Sn])=[CH2:18]>C1(C)C=CC=CC=1.CN(C)C=O.C(C1C=C(C)C=C(C(C)(C)C)C=1O)(C)(C)C>[CH2:1]([C:5]1[NH:6][C:7]2[C:12]([C:13](=[O:15])[N:14]=1)=[CH:11][C:10]([CH:17]=[CH2:18])=[CH:9][CH:8]=2)[CH2:2][CH2:3][CH3:4]

참가 물질

6

반응물 2

HCID 1106253753593-61-6HCID 178441862HCID 178441862, 화합물

생성물 1

HCID 178435592HCID 178435592, 화합물수율 53.3%

시약·촉매·용매 3

HCID 314042,6-Di-tert-butyl-4-methylphenol촉매HCID 1140Toluene용매HCID 6228Dimethylformamide용매

실험 절차

A mixture of 12.28 g of 2-butyl-6-iodo-4(1H)-quinazolinone 0.866 g of tetrakis (triphenylphosphine)palladium, 0.015 g of 2,6-di-t-butyl-4-methylphenol in 75 ml of toluene and 20 ml of N,N-dimethylformamide is treated with 13.06 g of vinyltin followed by heating at reflux for 4 hours. The reaction mixture is cooled and concentrated in vacuo. The residue is diluted with hexanes and filtered. The filter cake is washed with hexanes and the remaining tacky solid dissolved in 100 ml of chloroform-methanol (8:2) and purified by chromatography on silica gel with 1:3 ethyl acetate-hexanes to afford 4.55 g of the desired product as a yellow solid. CI MASS SPEC 229(MH+).

후처리

  1. temperatureby heating
  2. temperatureat reflux for 4 hours
  3. temperatureThe reaction mixture is cooled
  4. concentrationconcentrated in vacuo
  5. additionThe residue is diluted with hexanes
  6. filtrationfiltered
  7. washThe filter cake is washed with hexanes
  8. dissolutionthe remaining tacky solid dissolved in 100 ml of chloroform-methanol (8:2)
  9. custompurified by chromatography on silica gel with 1:3 ethyl acetate-hexanes

출처 및 근거

ORD 기록
ord-de8131d8878c46c5a19e627d51589a4b
출처 데이터셋
uspto-grants-1994_02
특허 번호
US05284852

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