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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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Hydrochloric Acid → 3-Cyclopropyl-3-(6-((5-((5,5-dimethyltetrahydrofuran-3-yl)methoxy)-6-(2-fluoro-5-methoxyphenyl)pyridin-3-yl)methoxy)pyrimidin-4-yl)propanoic acid

HRID 709804
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HRID 709804 반응식
[CH3:1][C:2]1([CH3:26])[O:6][CH2:5][CH:4]([CH2:7][O:8][C:9]2[CH:10]=[C:11]([CH2:24][OH:25])[CH:12]=[N:13][C:14]=2[C:15]2[CH:20]=[C:19]([O:21][CH3:22])[CH:18]=[CH:17][C:16]=2[F:23])[CH2:3]1.Cl[C:28]1[N:33]=[CH:32][N:31]=[C:30]([CH:34]([CH:41]2[CH2:43][CH2:42]2)[CH2:35][C:36]([O:38]CC)=[O:37])[CH:29]=1.[H-].[Na+].Cl>C1COCC1>[CH:41]1([CH:34]([C:30]2[CH:29]=[C:28]([O:25][CH2:24][C:11]3[CH:12]=[N:13][C:14]([C:15]4[CH:20]=[C:19]([O:21][CH3:22])[CH:18]=[CH:17][C:16]=4[F:23])=[C:9]([O:8][CH2:7][CH:4]4[CH2:3][C:2]([CH3:26])([CH3:1])[O:6][CH2:5]4)[CH:10]=3)[N:33]=[CH:32][N:31]=2)[CH2:35][C:36]([OH:38])=[O:37])[CH2:43][CH2:42]1
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참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 24758Sodium hydrideHCID 117760030Ethyl 3-(6-chloropyrimidin-4-yl)-3-cyclopropylpropanoateHCID 117760261(5-((5,5-Dimethyltetrahydrofuran-3-yl)methoxy)-6-(2-fluoro-5-methoxyphenyl)pyridin-3-yl)methanol

생성물 1

HCID 1177602663-Cyclopropyl-3-(6-((5-((5,5-dimethyltetrahydrofuran-3-yl)methoxy)-6-(2-fluoro-5-methoxyphenyl)pyridin-3-yl)methoxy)pyrimidin-4-yl)propanoic acid
수율 14.6%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
50 °C

실험 절차

To a solution of (5-((5,5-dimethyltetrahydrofuran-3-yl)methoxy)-6-(2-fluoro-5-methoxyphenyl)pyridin-3-yl)methanol (180 mg) and ethyl 3-(6-chloropyrimidin-4-yl)-3-cyclopropylpropanoate (140 mg) in THF (5.0 mL) was slowly added 60% sodium hydride (60 mg) at 0° C. by small portions, and the mixture was stirred at 50° C. for 3 hr. The mixture was acidified with 1N hydrochloric acid at 0° C. and extracted with ethyl acetate. The extract was dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by preparative HPLC (C18, mobile phase: water/acetonitrile (10 mM NH4HCO3-containing system)), and the obtained fraction was evaporated under reduced pressure to give the title compound (40 mg) as a white solid.

후처리

  1. customat 0° C.
  2. extractionextracted with ethyl acetate
  3. dry with materialThe extract was dried over anhydrous sodium sulfate
  4. customthe solvent was evaporated under reduced pressure
  5. customThe residue was purified by preparative HPLC (C18, mobile phase: water/acetonitrile (10 mM NH4HCO3-containing system))
  6. customthe obtained fraction was evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-4bd717bda2a246b8b4a11decca86be36
출처 데이터셋
uspto-grants-2015_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09181186B2

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