Triethylamine → ({2-[(2,6-Dichlorobenzoyl)amino]-3-[2-(2,6-dichlorophenyl)-6-quinolinyl]propanoyl}oxy)methyl pivalate

HRID 1869810ノート

反応式

HRID 1869810 の反応式
[Cl:1][C:2]1[CH:33]=[CH:32][CH:31]=[C:30]([Cl:34])[C:3]=1[C:4]([NH:6][CH:7]([CH2:11][C:12]1[CH:13]=[C:14]2[C:19](=[CH:20][CH:21]=1)[N:18]=[C:17]([C:22]1[C:27]([Cl:28])=[CH:26][CH:25]=[CH:24][C:23]=1[Cl:29])[CH:16]=[CH:15]2)[C:8]([OH:10])=[O:9])=[O:5].C(N(CC)CC)C.[C:42]([O:48][CH2:49]Cl)(=[O:47])[C:43]([CH3:46])([CH3:45])[CH3:44]>CCOC(C)=O>[C:42]([O:48][CH2:49][O:9][C:8](=[O:10])[CH:7]([NH:6][C:4](=[O:5])[C:3]1[C:30]([Cl:34])=[CH:31][CH:32]=[CH:33][C:2]=1[Cl:1])[CH2:11][C:12]1[CH:13]=[C:14]2[C:19](=[CH:20][CH:21]=1)[N:18]=[C:17]([C:22]1[C:27]([Cl:28])=[CH:26][CH:25]=[CH:24][C:23]=1[Cl:29])[CH:16]=[CH:15]2)(=[O:47])[C:43]([CH3:46])([CH3:45])[CH3:44]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 87885Chloromethyl pivalateHCID 10052832N-(2,6-dichlorobenzoyl)-3-[2-(2,6-dichlorophenyl)-6-quinolyl]alanine

生成物 1

HCID 57987629({2-[(2,6-Dichlorobenzoyl)amino]-3-[2-(2,6-dichlorophenyl)-6-quinolinyl]propanoyl}oxy)methyl pivalate収率 85%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

To 2-[(2,6-dichlorobenzoyl)amino]-3-[2-(2,6-dichlorophenyl)-6-quinolinyl]propanoic acid 38 (534 mg) are added 195 μl of triethylamine and, after 15 minutes, 290 μl of chloromethyl pivalate. The solution is stirred at RT overnight and then poured in AcOEt. The organic phases are washed with water and brine, dried over MgSO4 and concentrated. The resulting residue is purified over silica gel using CH2Cl2/C2H5OH 99/1 as eluent to give ({2-[(2,6-dichlorobenzoyl)amino]-3-[2-(2,6-dichlorophenyl)-6-quinolinyl]propanoyl}oxy)methyl pivalate 129.

後処理

  1. washThe organic phases are washed with water and brine
  2. dry with materialdried over MgSO4
  3. concentrationconcentrated
  4. customThe resulting residue is purified over silica gel

出典と根拠

ORDレコード
ord-b0b5ff02a90742fca93e1d136be04b99
出典データセット
uspto-grants-2009_12
特許番号
US07638630B2

反応ノート

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