4-Methoxybenzylamine → 2-Chloro-6-(4-methoxybenzyl)-6,7-dihydro-5H-pyrrolo[3,4-b]pyridin-5-one

HRID 2277616노트

반응식

HRID 2277616 반응식
[Cl:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8]C)=O)=[C:4]([CH2:12]Cl)[N:3]=1.[CH2:14]([NH2:23])[C:15]1[CH:22]=[CH:21][C:18]([O:19][CH3:20])=[CH:17][CH:16]=1>C1COCC1>[Cl:1][C:2]1[N:3]=[C:4]2[CH2:12][N:23]([CH2:14][C:15]3[CH:22]=[CH:21][C:18]([O:19][CH3:20])=[CH:17][CH:16]=3)[C:6](=[O:8])[C:5]2=[CH:10][CH:11]=1

참가 물질

4

반응물 2

HCID 754524-MethoxybenzylamineHCID 59525762Methyl 6-chloro-2-(chloromethyl)pyridine-3-carboxylate

생성물 1

HCID 866859392-Chloro-6-(4-methoxybenzyl)-6,7-dihydro-5H-pyrrolo[3,4-b]pyridin-5-one수율 67%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a stirred solution of crude methyl 6-chloro-2-(chloromethyl)nicotinate (10 g, 45.4 mmol) in THF (150 mL) was added PMBNH2 (15.5 g, 113.5 mmol) at 0° C. The resulting reaction mixture was stirred at room temperature for 16 hours before it was concentrated under reduced pressure to give a crude product. After washing with MTBE (100 mL×3), the title compound was obtained (8.8 g, yield 67%) as a white solid. MS: 288.8 (M+H+, 10).

후처리

  1. customThe resulting reaction mixture
  2. concentrationwas concentrated under reduced pressure
  3. customto give a crude product
  4. washAfter washing with MTBE (100 mL×3)

출처 및 근거

ORD 기록
ord-a123049e68b74bbab8d5f68c287c3c6f
출처 데이터셋
uspto-grants-2015_09
특허 번호
US09133158B2

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