3-Aminoquinuclidine → N-(1-Azabicyclo[2.2.2]oct-3-yl)-5-bromo-2,4-dimethoxybenzamide Monohydrochloride

HRID 1606920노트

반응식

HRID 1606920 반응식
[NH2:1][CH:2]1[CH:7]2[CH2:8][CH2:9][N:4]([CH2:5][CH2:6]2)[CH2:3]1.[Br:10][C:11]1[C:12]([O:22][CH3:23])=[CH:13][C:14]([O:20][CH3:21])=[C:15]([CH:19]=1)[C:16]([Cl:18])=[O:17]>O1CCCC1>[ClH:18].[N:4]12[CH2:9][CH2:8][CH:7]([CH2:6][CH2:5]1)[CH:2]([NH:1][C:16](=[O:17])[C:15]1[CH:19]=[C:11]([Br:10])[C:12]([O:22][CH3:23])=[CH:13][C:14]=1[O:20][CH3:21])[CH2:3]2

참가 물질

4

반응물 2

HCID 1232383-AminoquinuclidineHCID 135050985-Bromo-2,4-dimethoxybenzoyl chloride

생성물 1

HCID 14097661N-(1-Azabicyclo[2.2.2]oct-3-yl)-5-bromo-2,4-dimethoxybenzamide Monohydrochloride

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

A solution of 3-aminoquinuclidine (1.12 g, 0.0089 mole) in 20 ml tetrahydrofuran was added dropwise to a stirred solution of 5-bromo-2,4-dimethoxybenzoyl chloride (2.50 g, 0.0089 mole) in 100 ml tetrahydrofuran. The mixture was stirred at ambient temperature for 65 hr, and the solid was collected by filtration to yield 2.77 g. Recrystallization from methanol-isopropyl ether gave 1.45 g (40.2%), m.p. 240°-243° C.

후처리

  1. filtrationthe solid was collected by filtration
  2. customto yield 2.77 g
  3. customRecrystallization from methanol-isopropyl ether
  4. customgave 1.45 g (40.2%), m.p. 240°-243° C.

출처 및 근거

ORD 기록
ord-b5adc83d84674b8a9545c5a4029338ae
출처 데이터셋
uspto-grants-1989_09
특허 번호
US04863919

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