ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
  1. ホーム
  2. /反応

Triethylamine → 1-[1-(2-thenoylmethyl)-2-oxo-5-pivaloyl-8-methyl-1,3,4,5-tetrahydro-2H-1,5-benzodiazepin-3-yl]-3-(3-ethoxycarbonylphenyl)urea

HRID 1979350
ノート
印刷プレビュー

反応式

HRID 1979350 の反応式
[NH2:1][C:2]1[CH:3]=[C:4]([CH:10]=[CH:11][CH:12]=1)[C:5]([O:7][CH2:8][CH3:9])=[O:6].Cl[C:14](Cl)([O:16]C(=O)OC(Cl)(Cl)Cl)Cl.C(N(CC)CC)C.[C:32]1([C:37]([CH2:39][N:40]2[C:46]3[CH:47]=[C:48]([CH3:51])[CH:49]=[CH:50][C:45]=3[N:44]([C:52](=[O:57])[C:53]([CH3:56])([CH3:55])[CH3:54])[CH2:43][CH:42]([NH2:58])[C:41]2=[O:59])=[O:38])[S:36][CH:35]=[CH:34][CH:33]=1>O1CCCC1.O>[C:32]1([C:37]([CH2:39][N:40]2[C:46]3[CH:47]=[C:48]([CH3:51])[CH:49]=[CH:50][C:45]=3[N:44]([C:52](=[O:57])[C:53]([CH3:54])([CH3:55])[CH3:56])[CH2:43][CH:42]([NH:58][C:14]([NH:1][C:2]3[CH:12]=[CH:11][CH:10]=[C:4]([C:5]([O:7][CH2:8][CH3:9])=[O:6])[CH:3]=3)=[O:16])[C:41]2=[O:59])=[O:38])[S:36][CH:35]=[CH:34][CH:33]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 8471TriethylamineHCID 11400Ethyl 3-aminobenzoateHCID 94429TriphosgeneHCID 212016181-(2-thenoylmethyl)-2-oxo-3-amino-5-pivaloyl-8-methyl-1,3,4,5-tetrahydro-2H-1,5-benzodiazepine

生成物 1

HCID 212015731-[1-(2-thenoylmethyl)-2-oxo-5-pivaloyl-8-methyl-1,3,4,5-tetrahydro-2H-1,5-benzodiazepin-3-yl]-3-(3-ethoxycarbonylphenyl)urea収率 234.4%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒2 回

実験手順

Ethyl 3-aminobenzoate (0.23 g) was dissolved in tetrahydrofuran (10 ml), and the solution was cooled on ice-water. Triphosgene (0.15 g) was added thereto at internal temperature 7° C., triethylamine (0.53 g) was added dropwise thereto over 10 minutes period, the mixture was allowed to come to room temperature, and stirred for 10 minutes. Subsequently, a suspension of 1-(2-thenoylmethyl)-2-oxo-3-amino-5-pivaloyl-8-methyl-1,3,4,5-tetrahydro-2H-1,5-benzodiazepine (0.52 g) in tetrahydrofuran (10 ml ) was added, and the resultant mixture was stirred for one hour. Water was added to the reaction mixture, extracted with methylene chloride, the organic layer was successively washed with water and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography(n-hexane:ethyl acetate=1:1), to thereby obtain 0.70 g of the titled compound as white crystals (Yield: 88%).

後処理

  1. temperaturethe solution was cooled on ice-water
  2. customto come to room temperature
  3. additionwas added
  4. extractionextracted with methylene chloride
  5. washthe organic layer was successively washed with water and saturated brine
  6. dry with materialdried over anhydrous magnesium sulfate
  7. customThe solvent was evaporated under reduced pressure
  8. customThe residue was purified by silica gel column chromatography(n-hexane:ethyl acetate=1:1)

出典と根拠

ORDレコード
ord-b76022706d674067abff448c7cd64563
出典データセット
uspto-grants-2001_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06239131B1

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート