Water → 2-[[3-[2-[tert-butyl(dimethyl)silyl]oxyethoxy]phenyl]methyl-methylamino]-5,6,7-trimethoxy-1H-quinazolin-4-one

HRID 1295733노트

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HRID 1295733 반응식
[C:1]([Si:5]([CH3:20])([CH3:19])[O:6][CH2:7][CH2:8][O:9][C:10]1[CH:11]=[C:12]([CH:16]=[CH:17][CH:18]=1)[CH2:13][NH:14][CH3:15])([CH3:4])([CH3:3])[CH3:2].Cl[C:22]1[NH:23][C:24]2[C:29]([C:30](=[O:32])[N:31]=1)=[C:28]([O:33][CH3:34])[C:27]([O:35][CH3:36])=[C:26]([O:37][CH3:38])[CH:25]=2.CCN(CC)CC.O>CS(C)=O>[C:1]([Si:5]([CH3:19])([CH3:20])[O:6][CH2:7][CH2:8][O:9][C:10]1[CH:11]=[C:12]([CH:16]=[CH:17][CH:18]=1)[CH2:13][N:14]([CH3:15])[C:22]1[NH:23][C:24]2[C:29]([C:30](=[O:32])[N:31]=1)=[C:28]([O:33][CH3:34])[C:27]([O:35][CH3:36])=[C:26]([O:37][CH3:38])[CH:25]=2)([CH3:4])([CH3:3])[CH3:2]

참가 물질

6

반응물 4

HCID 962WaterHCID 8471TriethylamineHCID 69507752{3-[2-(tert-Butyl-dimethyl-silanyloxy)-ethoxy]-benzyl}-methyl-amineHCID 1784868982-chloro-5,6,7-trimethoxy-1H-quinazolin-4-one

생성물 1

HCID 1784869092-[[3-[2-[tert-butyl(dimethyl)silyl]oxyethoxy]phenyl]methyl-methylamino]-5,6,7-trimethoxy-1H-quinazolin-4-one수율 82.12%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

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온도
120 °C

실험 절차

{3-[2-(tert-Butyl-dimethyl-silanyloxy)-ethoxy]-benzyl}-methyl-amine from Step 3 (294 mg, 1.00 mmol) and 2-chloro-5,6,7-trimethoxy-1H-quinazolin-4-one (prepared as described previously) (270 mg, 1.00 mmol) were dissolved in dry DMSO. Et3N (0.14 mL, 1.00 mmol) was added and the mixture was heated to 120° C. overnight. Upon cooling, the mixture was poured into water and extracted with diethyl ether. The ethereal extracts were dried over Na2SO4 and concentrated in vacuo. The residue was purified by SiO2 eluted with 99:1 CH2Cl2/MeOH to give 435 mg (82.12%) of a white crystalline solid.

후처리

  1. temperatureUpon cooling
  2. extractionextracted with diethyl ether
  3. dry with materialThe ethereal extracts were dried over Na2SO4
  4. concentrationconcentrated in vacuo
  5. customThe residue was purified by SiO2
  6. washeluted with 99:1 CH2Cl2/MeOH

출처 및 근거

ORD 기록
ord-99478206a0e1409f8afd8eaa98e6dbaa
출처 데이터셋
uspto-grants-2007_07
특허 번호
US07244738B2

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