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(R)-3-(2-(2-(hydroxymethyl)pyrrolidin-1-yl)ethyl)-5-methylisoquinolin-1(2H)-one → (R)-3-[2-(2-hydroxymethylpyrrolidin-1-yl)ethyl]-5-methyl-2H-isoquinolin-1-one monomesylate

HRID 1875701
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인쇄 미리보기

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HRID 1875701 반응식
[OH:1][CH2:2][C@H:3]1[CH2:7][CH2:6][CH2:5][N:4]1[CH2:8][CH2:9][C:10]1[NH:11][C:12](=[O:21])[C:13]2[C:18]([CH:19]=1)=[C:17]([CH3:20])[CH:16]=[CH:15][CH:14]=2.C(O)C.[CH3:25][S:26]([OH:29])(=[O:28])=[O:27]>C(O)C>[S:26]([OH:29])(=[O:28])(=[O:27])[CH3:25].[OH:1][CH2:2][C@H:3]1[CH2:7][CH2:6][CH2:5][N:4]1[CH2:8][CH2:9][C:10]1[NH:11][C:12](=[O:21])[C:13]2[C:18]([CH:19]=1)=[C:17]([CH3:20])[CH:16]=[CH:15][CH:14]=2
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참가 물질

4

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HCID 10424118(R)-3-(2-(2-(hydroxymethyl)pyrrolidin-1-yl)ethyl)-5-methylisoquinolin-1(2H)-oneHCID 86653870Methanesulfonic acid ethanol

생성물 1

HCID 86653869(R)-3-[2-(2-hydroxymethylpyrrolidin-1-yl)ethyl]-5-methyl-2H-isoquinolin-1-one monomesylate

시약·촉매·용매 1

HCID 702Ethanol용매

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온도
50 °C

실험 절차

To a solution (4 mL) of a free form (500 mg) of (R)-3-[2-(2-hydroxymethylpyrrolidin-1-yl)ethyl]-5-methyl-2H-isoquinolin-1-one in ethanol was added dropwise 2M methanesulfonic acid ethanol solution (1 mL) with stirring on an oil bath at 50° C. The bath was removed, ethyl acetate (8 mL) and seed crystals were added and the mixture was stirred to allow precipitation of crystals. After stirring under ice-cooling, the crystals were collected through filtration, washed with ethyl acetate/ethanol (2:1) and dried under reduced pressure at 50° C. for 18 hr to give the title compound (507 mg).

후처리

  1. customThe bath was removed
  2. additionethyl acetate (8 mL) and seed crystals were added
  3. stirringthe mixture was stirred
  4. customprecipitation of crystals
  5. stirringAfter stirring under ice-
  6. temperaturecooling
  7. filtrationthe crystals were collected through filtration
  8. washwashed with ethyl acetate/ethanol (2:1)
  9. customdried under reduced pressure at 50° C. for 18 hr

출처 및 근거

ORD 기록
ord-a691628029ff4edab309d6149433347e
출처 데이터셋
uspto-grants-2012_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08309573B2

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