(2Z)-3-(5-chloro-6-{[(3R)-1-cyclopentyl-3-pyrrolidinyl]amino}-3-pyridinyl)-2-fluoro-N-(tetrahydro-2H-pyran-2-yloxy)acrylamide → (2Z)-3-(5-chloro-6-{[(3R)-1-cyclopentyl-3-pyrrolidinyl]amino}-3-pyridinyl)-2-fluoro-N-hydroxyacrylamide dihydrochloride

HRID 226493노트

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HRID 226493 반응식
[Cl:1][C:2]1[CH:3]=[C:4](/[CH:19]=[C:20](\[F:31])/[C:21]([NH:23][O:24]C2CCCCO2)=[O:22])[CH:5]=[N:6][C:7]=1[NH:8][C@@H:9]1[CH2:13][CH2:12][N:11]([CH:14]2[CH2:18][CH2:17][CH2:16][CH2:15]2)[CH2:10]1>CCO>[ClH:1].[ClH:1].[Cl:1][C:2]1[CH:3]=[C:4](/[CH:19]=[C:20](\[F:31])/[C:21]([NH:23][OH:24])=[O:22])[CH:5]=[N:6][C:7]=1[NH:8][C@@H:9]1[CH2:13][CH2:12][N:11]([CH:14]2[CH2:15][CH2:16][CH2:17][CH2:18]2)[CH2:10]1

참가 물질

3

반응물 1

HCID 86603746(2Z)-3-(5-chloro-6-{[(3R)-1-cyclopentyl-3-pyrrolidinyl]amino}-3-pyridinyl)-2-fluoro-N-(tetrahydro-2H-pyran-2-yloxy)acrylamide

생성물 1

HCID 86603834(2Z)-3-(5-chloro-6-{[(3R)-1-cyclopentyl-3-pyrrolidinyl]amino}-3-pyridinyl)-2-fluoro-N-hydroxyacrylamide dihydrochloride수율 248.1%

시약·촉매·용매 1

HCID 702Ethanol용매

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온도
22.5 °C

실험 절차

A solution of 2NHCl-EtOH solution (3.4 ml) was added to a mixture of (2Z)-3-(5-chloro-6-{[(3R)-1-cyclopentyl-3-pyrrolidinyl]amino}-3-pyridinyl)-2-fluoro-N-(tetrahydro-2H-pyran-2-yloxy)acrylamide (620 mg) in EtOH (5 ml) and stirred at 20-25° C. for 2 hours. IPE (20 ml) was added to a reaction mixture and the resultant mixture was stirred at ambient temperature for 20 minutes. The precipitate was collected by filtration to give (2Z)-3-(5-chloro-6-{[(3R)-1-cyclopentyl-3-pyrrolidinyl]amino}-3-pyridinyl)-2-fluoro-N-hydroxyacrylamide dihydrochloride (500 mg).

후처리

  1. additionIPE (20 ml) was added to a reaction mixture
  2. filtrationThe precipitate was collected by filtration

출처 및 근거

ORD 기록
ord-40843c4cc0b541cf8778c8cbac7eb960
출처 데이터셋
uspto-grants-2009_07
특허 번호
US07557127B2

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