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Dimethylamine → (6-Chloro-3-dimethylaminomethyl-isoquinolin-5-yl)-acetic acid methyl ester

HRID 1968726
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반응식

HRID 1968726 반응식
[CH3:1][O:2][C:3](=[O:18])[CH2:4][C:5]1[C:14]([Cl:15])=[CH:13][CH:12]=[C:11]2[C:6]=1[CH:7]=[C:8]([CH2:16]Br)[N:9]=[CH:10]2.[CH3:19][NH:20][CH3:21]>C1COCC1>[CH3:1][O:2][C:3](=[O:18])[CH2:4][C:5]1[C:14]([Cl:15])=[CH:13][CH:12]=[C:11]2[C:6]=1[CH:7]=[C:8]([CH2:16][N:20]([CH3:21])[CH3:19])[N:9]=[CH:10]2
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참가 물질

4

반응물 2

HCID 674DimethylamineHCID 66880745(3-Bromomethyl-6-chloro-isoquinolin-5-yl)-acetic acid methyl ester

생성물 1

HCID 66882460(6-Chloro-3-dimethylaminomethyl-isoquinolin-5-yl)-acetic acid methyl ester수율 100%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

To a solution of (3-bromomethyl-6-chloro-isoquinolin-5-yl)-acetic acid methyl ester (500 mg, 1.52 mmol) in THF (50 mL) was added a 50% solution of dimethylamine in THF (20 mL). The reaction mixture was stirred for 30 min. at room temperature, followed by removal of the solvents in vacuo. The residue was purified by flash column chromatography (silica gel, gradient of CH2Cl2/MeOH 100:0 to 95:5) to afford the title compound as a yellow oil (445 mg, 1.52 mmol, 100%). MS (ES+): 293 (M(C15H1735ClN2O2)+H)+.

후처리

  1. customfollowed by removal of the solvents in vacuo
  2. customThe residue was purified by flash column chromatography (silica gel, gradient of CH2Cl2/MeOH 100:0 to 95:5)

출처 및 근거

ORD 기록
ord-f89fd327c2624dc196cf227f07a17ff7
출처 데이터셋
uspto-grants-2013_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08426440B2

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