N,N-Dimethylethylenediamine → 1-Chloro-4-hydroxy-isoquinoline-3-carboxylic acid (2-dimethylamino-ethyl)-amide

HRID 250372노트

반응식

HRID 250372 반응식
C(O[C:6]([C:8]1[N:9]=[C:10]([Cl:19])[C:11]2[C:16]([C:17]=1[OH:18])=[CH:15][CH:14]=[CH:13][CH:12]=2)=[O:7])CCC.[CH3:20][N:21]([CH3:25])[CH2:22][CH2:23][NH2:24]>C(O)C>[CH3:20][N:21]([CH3:25])[CH2:22][CH2:23][NH:24][C:6]([C:8]1[N:9]=[C:10]([Cl:19])[C:11]2[C:16]([C:17]=1[OH:18])=[CH:15][CH:14]=[CH:13][CH:12]=2)=[O:7]

참가 물질

4

반응물 2

HCID 66053N,N-DimethylethylenediamineHCID 860145021-Chloro-4-hydroxy-isoquinoline-3-carboxylic acid butyl ester

생성물 1

HCID 112778171-Chloro-4-hydroxy-isoquinoline-3-carboxylic acid (2-dimethylamino-ethyl)-amide수율 98.7%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of 28 mg (0.1 mmol) of 1-chloro-4-hydroxy-isoquinoline-3-carboxylic acid butyl ester from example A-1 c), 116 μl (1 mmol) of N,N-dimethyl-ethane-1,2-diamine and 0.5 ml of absolute ethanol was stirred at ambient temperature for 18 h. Then the solvent was evaporated in vacuo, the residue suspended in 5 ml of water, and mixture was extracted with 2×35 ml of ethyl acetate. The combined organic phases were dried over sodium sulfate and evaporated in vacuo to give a yellowish solid. 29 mg of the title compound were obtained; MS-(+)-ion: M+1=294.1.

후처리

  1. customThen the solvent was evaporated in vacuo
  2. extractionmixture was extracted with 2×35 ml of ethyl acetate
  3. dry with materialThe combined organic phases were dried over sodium sulfate
  4. customevaporated in vacuo
  5. customto give a yellowish solid

출처 및 근거

ORD 기록
ord-f5bb920ca6264dd3ac3dc41098508e42
출처 데이터셋
uspto-grants-2011_01
특허 번호
US07863292B2

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