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

HRID 1295733ノート

反応式

HRID 1295733 の反応式
[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]

参加物

6

反応物 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

生成物 1

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

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

反応条件

温度
120 °C

実験手順

{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.

後処理

  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

出典と根拠

ORDレコード
ord-99478206a0e1409f8afd8eaa98e6dbaa
出典データセット
uspto-grants-2007_07
特許番号
US07244738B2

反応ノート

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