Chloroacetyl chloride → HCID 178459410、化合物

HRID 402682

反応式

HRID 402682 の反応式
C(O[C:5]1[O:6][CH2:7][C:8](=[O:16])[C:9]=1[C:10]([O:12][CH:13]([CH3:15])[CH3:14])=[O:11])(C)C.C(OC(C)C)(=O)CC(OC(C)C)=O.ClCC(Cl)=O.[CH3:35][NH:36][CH2:37][C:38]1[S:39][CH:40]=[CH:41][CH:42]=1.C(N(CC)CC)C.[NH:50]1[C:58]2[C:53](=[CH:54][CH:55]=[CH:56][N:57]=2)[C:52]([CH:59]=O)=[CH:51]1>CC(O)C>[NH:50]1[C:58]2=[N:57][CH:56]=[CH:55][CH:54]=[C:53]2[C:52]([CH:59]=[C:7]2[O:6][C:5]([N:36]([CH3:35])[CH2:37][C:38]3[S:39][CH:40]=[CH:41][CH:42]=3)=[C:9]([C:10]([O:12][CH:13]([CH3:14])[CH3:15])=[O:11])[C:8]2=[O:16])=[CH:51]1

参加物

8

反応物 6

HCID 6577Chloroacetyl chlorideHCID 8471TriethylamineHCID 83223Diisopropyl malonateHCID 436153N-Methyl-1-(thiophen-2-yl)methanamineHCID 53728121H-Pyrrolo[2,3-b]pyridine-3-carbaldehydeHCID 51050080Isopropyl 2-isopropoxy-4-oxo-4,5-dihydrofuran-3-carboxylate

生成物 1

HCID 178459410HCID 178459410、化合物収率 18.7%

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

実験手順

A solution of isopropyl 2-isopropoxy-4-oxo-4,5-dihydrofuran-3-carboxylate (0.10 g, 0.44 mmol) which similarly prepared according to the procedure described in the Example 74, Third step using diisopropyl malonate and chloroacetyl chloride, N-methyl-N-(2-thienylmethyl)amine (0.061 mg, 0.048 mmol) and triethylamine (0.18 mL, 1.3 mmol) in 2-propanol (2.0 mL) was stirred for 7 days then refluxed for further 24 h. To this reaction mixture, 7-azaindole-3-carboxaldehyde (0.065 g, 0.44 mmol) was added then the mixture was refluxed for 24 h. Cooled to ambient temperature, the reaction mixture was purified by preparative HPLC to afford the titled compound as solid (0.0038 g, y. 2%).

後処理

  1. temperaturethen refluxed for further 24 h
  2. temperaturethe mixture was refluxed for 24 h
  3. customthe reaction mixture was purified by preparative HPLC

出典と根拠

ORDレコード
ord-a0db90cdd92a4033986137cc6682d75b
出典データセット
uspto-grants-2014_06
特許番号
US08742113B2

関連ノート

読み込み中…