Chloroacetyl chloride → HCID 178459410, 화합물

HRID 402682

반응식

HRID 402682 반응식
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

참가 물질

8

반응물 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

생성물 1

HCID 178459410HCID 178459410, 화합물수율 18.7%

시약·촉매·용매 1

HCID 3776Isopropanol용매

실험 절차

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%).

후처리

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

출처 및 근거

ORD 기록
ord-a0db90cdd92a4033986137cc6682d75b
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08742113B2

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