Piperidine → (Z)-2-[(1H-pyrrolo[2,3-b]pyridin-3-yl)methylene]-6-methoxy-7-(morpholinomethyl)benzofuran-3(2H)-one

HRID 1749829노트

반응식

HRID 1749829 반응식
[CH3:1][O:2][C:3]1[CH:12]=[CH:11][C:6]2[C:7](=[O:10])[CH2:8][O:9][C:5]=2[C:4]=1[CH2:13][N:14]1[CH2:19][CH2:18][O:17][CH2:16][CH2:15]1.[NH:20]1[C:28]2[C:23](=[CH:24][CH:25]=[CH:26][N:27]=2)[C:22]([CH:29]=O)=N1.N1CCCC[CH2:32]1>CO>[NH:20]1[C:28]2=[N:27][CH:26]=[CH:25][CH:24]=[C:23]2[C:22](/[CH:29]=[C:8]2\[O:9][C:5]3[C:4]([CH2:13][N:14]4[CH2:19][CH2:18][O:17][CH2:16][CH2:15]4)=[C:3]([O:2][CH3:1])[CH:12]=[CH:11][C:6]=3[C:7]\2=[O:10])=[CH:32]1

참가 물질

5

반응물 3

HCID 8082PiperidineHCID 712789876-methoxy-7-(morpholinomethyl)benzofuran-3(2H)-oneHCID 178520050HCID 178520050, 화합물

생성물 1

HCID 71278640(Z)-2-[(1H-pyrrolo[2,3-b]pyridin-3-yl)methylene]-6-methoxy-7-(morpholinomethyl)benzofuran-3(2H)-one수율 216.9%

시약·촉매·용매 1

HCID 887Methanol용매3회

반응 조건

온도
60 °C

실험 절차

A solution of 6-methoxy-7-(morpholinomethyl)benzofuran-3(2H)-one (0.131 g, 0.500 mmol) obtained in Example A41, Step 2 in methanol (1.2 mL) was added with 7-aza-1H-indazole-3-carboxaldehyde (0.0545 g, 0.373 mmol) and piperidine (0.00265 g, 0.0311 mmol), and the mixture was stirred at 60° C. for 2 hours. The reaction mixture was cooled to room temperature, and then added with methanol (2 mL), and the precipitated solid was suspended in methanol and thereby washed to obtain the objective (Z)-2-[(1H-pyrrolo[2,3-b]pyridin-3-yl)methylene]-6-methoxy-7-(morpholinomethyl)benzofuran-3(2H)-one (0.0264 g, 21%).

후처리

  1. temperatureThe reaction mixture was cooled to room temperature
  2. washwashed

출처 및 근거

ORD 기록
ord-193a30b09f3447bca49bd1cab3619f5c
출처 데이터셋
uspto-grants-2015_10
특허 번호
US09156827B2

반응 노트

불러오는 중…