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Hydrochloric Acid → (E)-3-[6-[[3,5-Bis(trimethylsilyl)benzoyl]amino]-pyridin-3-yl]acrylic acid

HRID 2265084
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HRID 2265084 반응식
[CH3:1][Si:2]([CH3:30])([CH3:29])[C:3]1[CH:4]=[C:5]([CH:22]=[C:23]([Si:25]([CH3:28])([CH3:27])[CH3:26])[CH:24]=1)[C:6]([NH:8][C:9]1[N:14]=[CH:13][C:12](/[CH:15]=[CH:16]/[C:17]([O:19]CC)=[O:18])=[CH:11][CH:10]=1)=[O:7].[OH-].[Na+].Cl>C(O)C>[CH3:30][Si:2]([CH3:1])([CH3:29])[C:3]1[CH:4]=[C:5]([CH:22]=[C:23]([Si:25]([CH3:28])([CH3:27])[CH3:26])[CH:24]=1)[C:6]([NH:8][C:9]1[N:14]=[CH:13][C:12](/[CH:15]=[CH:16]/[C:17]([OH:19])=[O:18])=[CH:11][CH:10]=1)=[O:7]
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참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 86644273(E)-Ethyl 3-[6-[[3,5-bis(trimethylsilyl)benzoyl]amino]pyridin-3-yl]acrylate

생성물 1

HCID 59446288(E)-3-[6-[[3,5-Bis(trimethylsilyl)benzoyl]amino]-pyridin-3-yl]acrylic acid수율 41%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

Compound 1b (232 mg) was dissolved in ethanol (7.89 ml). A 2N sodium hydroxide aqueous solution (5.26 ml) was added thereto and the mixture was stirred at room temperature overnight. The reaction mixture was ice-cooled, and a 2N hydrochloric acid aqueous solution (5.26 ml) was added to neutralize the mixture. Then the solvent was distilled off. The reaction mixture was ice-cooled, and a 2N hydrochloric acid aqueous solution (0.5 ml) was added to adjust the pH of the mixture to 1. The mixture was stirred for 1 hour. The precipitated solid was filtered off and vacuum-dried to give Compound 1 (88.0 mg, 41%) as a white solid.

후처리

  1. temperaturecooled
  2. distillationThen the solvent was distilled off
  3. temperaturecooled
  4. additiona 2N hydrochloric acid aqueous solution (0.5 ml) was added
  5. stirringThe mixture was stirred for 1 hour
  6. filtrationThe precipitated solid was filtered off
  7. customvacuum-dried

출처 및 근거

ORD 기록
ord-be65e00901654df79e4a3324fcca969c
출처 데이터셋
uspto-grants-2010_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07855300B2

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