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Cycloheptanol → Cycloheptyl N-{4-[(6,7-dimethoxy-4-quinazolinyl)oxy]-2-methoxyphenyl}carbamate

HRID 721427
ノート
印刷プレビュー

反応式

HRID 721427 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[N:9]=[CH:8][N:7]=[C:6]2[O:15][C:16]1[CH:22]=[CH:21][C:19]([NH2:20])=[C:18]([O:23][CH3:24])[CH:17]=1.Cl[C:26](Cl)([O:28][C:29](=[O:35])OC(Cl)(Cl)Cl)Cl.[CH:37]1(O)[CH2:43][CH2:42]C[CH2:40][CH2:39][CH2:38]1.C(=O)(O)[O-].[Na+]>C(Cl)Cl.C(N(CC)CC)C.C1(C)C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[N:9]=[CH:8][N:7]=[C:6]2[O:15][C:16]1[CH:22]=[CH:21][C:19]([NH:20][C:29](=[O:35])[O:28][CH:26]2[CH2:40][CH2:39][CH2:38][CH2:37][CH2:43][CH2:42]2)=[C:18]([O:23][CH3:24])[CH:17]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 10399CycloheptanolHCID 94429TriphosgeneHCID 516892Sodium BicarbonateHCID 218899914-[(6,7-Dimethoxy-4-quinazolinyl)oxy]-2-methoxyaniline

生成物 1

HCID 21890309Cycloheptyl N-{4-[(6,7-dimethoxy-4-quinazolinyl)oxy]-2-methoxyphenyl}carbamate収率 62.3%

試薬・触媒・溶媒 3

HCID 1140
Toluene
溶媒
HCID 6344Dichloromethane溶媒
HCID 8471Triethylamine溶媒

実験手順

4-[(6,7-Dimethoxy-4-quinazolinyl)oxy]-2-methoxyaniline (100 mg) was added to toluene (10 ml) and triethylamine (1 ml), and the mixture was heated under reflux to prepare a solution. A solution of triphosgene (140 mg) in methylene chloride was then added thereto, and the mixture was heated under reflux for 10 min. Next, 1-cycloheptanol (54 mg) was added thereto, and the mixture was further stirred with heating under reflux for 3 hr. A saturated aqueous sodium bicarbonate solution was added to stop the reaction, and the reaction solution was then extracted with chloroform, followed by washing with a 1 N aqueous hydrochloric acid solution, water, and saturated brine in that order. The extract was dried over sodium sulfate and was then concentrated. The residue was purified on a column using chloroform/methanol to give the title compound (89 mg, yield 61%).

後処理

  1. temperaturethe mixture was heated
  2. temperatureunder reflux
  3. customto prepare a solution
  4. temperaturethe mixture was heated
  5. temperatureunder reflux for 10 min
  6. temperaturewith heating
  7. temperatureunder reflux for 3 hr
  8. customthe reaction
  9. extractionthe reaction solution was then extracted with chloroform
  10. washby washing with a 1 N aqueous hydrochloric acid solution, water, and saturated brine in that order
  11. dry with materialThe extract was dried over sodium sulfate
  12. concentrationwas then concentrated
  13. customThe residue was purified on a column

出典と根拠

ORDレコード
ord-b19f0a718d0d48bf8ae6d15c7200cccb
出典データセット
uspto-grants-2006_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07135466B2

反応ノート

読み込み中…

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