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Lithium Hydroxide → N-{4-[(S)-1-(3-Hydroxy-propyl)-pyrrolidin-3-yl]-phenyl}-4-isopropyl-benzenesulfonamide

HRID 2262629
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HRID 2262629 반응식
[CH:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10]([NH:13][C:14]2[CH:19]=[CH:18][C:17]([C@@H:20]3[CH2:24][CH2:23][N:22]([CH2:25][CH2:26][CH2:27][O:28]C(=O)C)[CH2:21]3)=[CH:16][CH:15]=2)(=[O:12])=[O:11])=[CH:6][CH:5]=1)([CH3:3])[CH3:2].[OH-].[Li+]>O1CCCC1.O>[OH:28][CH2:27][CH2:26][CH2:25][N:22]1[CH2:23][CH2:24][C@@H:20]([C:17]2[CH:16]=[CH:15][C:14]([NH:13][S:10]([C:7]3[CH:6]=[CH:5][C:4]([CH:1]([CH3:3])[CH3:2])=[CH:9][CH:8]=3)(=[O:12])=[O:11])=[CH:19][CH:18]=2)[CH2:21]1
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참가 물질

5

반응물 2

HCID 3939Lithium Hydroxide2회HCID 53628668acetic acid 3-{(S)-3-[4-(4-isopropyl-benzenesulfonylamino)-phenyl]-pyrrolidin-1-yl}-propyl ester

생성물 1

HCID 53628667N-{4-[(S)-1-(3-Hydroxy-propyl)-pyrrolidin-3-yl]-phenyl}-4-isopropyl-benzenesulfonamide수율 67.2%

시약·촉매·용매 2

HCID 962Water용매2회
HCID 8028
Tetrahydrofuran
용매

실험 절차

0.26 g of acetic acid 3-{(S)-3-[4-(4-isopropyl-benzenesulfonylamino)-phenyl]-pyrrolidin-1-yl}-propyl ester (0.58 mmol) were dissolved in 4 ml of tetrahydrofuran. 0.021 g lithium hydroxide (0.88 mmol) dissolved in 4 ml water were added and the reaction mixture stirred for 15 h at room temperature. An additional equivalent of lithium hydroxide was added and stirring continued for 24 h before the reaction mixture was diluted with water and extracted three times with ethyl acetate. The combined organic phases were dried over magnesium sulfate, filtered, and evaporated to dryness under reduced pressure to yield 0.157 g of the product.

후처리

  1. additionwere added
  2. stirringstirring
  3. waitcontinued for 24 h before the reaction mixture
  4. extractionextracted three times with ethyl acetate
  5. dry with materialThe combined organic phases were dried over magnesium sulfate
  6. filtrationfiltered
  7. customevaporated to dryness under reduced pressure

출처 및 근거

ORD 기록
ord-4573a096a9c2432fb73785b24159999d
출처 데이터셋
uspto-grants-2010_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07851463B2

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