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Hydrochloric Acid → 3-[4-(azetidin-1-ylcarbonyl)phenoxy]-n-(1,5-dimethyl-1h-pyrazol-3-yl)-5-[(1S)-2-hydroxy-1-methylethoxy]benzamide

HRID 20607
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HRID 20607 반응식
Cl.[N:2]1([C:6]([C:8]2[CH:42]=[CH:41][C:11]([O:12][C:13]3[CH:14]=[C:15]([CH:26]=[C:27]([O:29][C@@H:30]([CH3:40])[CH2:31][O:32][Si](C(C)(C)C)(C)C)[CH:28]=3)[C:16]([NH:18][C:19]3[CH:23]=[C:22]([CH3:24])[N:21]([CH3:25])[N:20]=3)=[O:17])=[CH:10][CH:9]=2)=[O:7])[CH2:5][CH2:4][CH2:3]1.C(=O)(O)[O-].[Na+]>CO.C(OCC)(=O)C>[N:2]1([C:6]([C:8]2[CH:42]=[CH:41][C:11]([O:12][C:13]3[CH:14]=[C:15]([CH:26]=[C:27]([O:29][C@@H:30]([CH3:40])[CH2:31][OH:32])[CH:28]=3)[C:16]([NH:18][C:19]3[CH:23]=[C:22]([CH3:24])[N:21]([CH3:25])[N:20]=3)=[O:17])=[CH:10][CH:9]=2)=[O:7])[CH2:3][CH2:4][CH2:5]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 593469243-[4-(azetidin-1-ylcarbonyl)phenoxy]-5-((1S)-2-{[tert-butyl(dimethyl)silyl]oxy}-1-methylethoxy)-n-(1,5-dimethyl-1h-pyrazol-3-yl)benzamide

생성물 1

HCID 116983743-[4-(azetidin-1-ylcarbonyl)phenoxy]-n-(1,5-dimethyl-1h-pyrazol-3-yl)-5-[(1S)-2-hydroxy-1-methylethoxy]benzamide수율 66.2%

시약·촉매·용매 2

HCID 887
Methanol
용매
HCID 8857Ethyl Acetate용매

실험 절차

3.5M Hydrochloric acid (1.0 mL) was added to a solution of 3-[4-(azetidin-1-ylcarbonyl)phenoxy]-5-((1S)-2-{[tert-butyl(dimethyl)silyl]oxy}-1-methylethoxy)-N-(1,5-dimethyl-1H-pyrazol-3-yl)benzamide (232 mg, 0.4 mmol) in methanol (10 mL). The reaction mixture was stirred for 45 minutes then saturated sodium bicarbonate added until the pH was adjusted to 7. The mixture was reduced in vacuo. The residue was dissolved in ethyl acetate (50 mL), washed water (25 mL) and brine (25 mL). Dried (MgSO4) and reduced to a white foam. The crude product was purified by chromatography on silica, eluting with 0-10% methanol in ethyl acetate, to obtain the required product as a white foam (123 mg).

후처리

  1. washwashed water (25 mL) and brine (25 mL)
  2. dry with materialDried (MgSO4)
  3. customThe crude product was purified by chromatography on silica
  4. washeluting with 0-10% methanol in ethyl acetate

출처 및 근거

ORD 기록
ord-0592ca20aa014d2dbdd37db8f75f5258
출처 데이터셋
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07745475B2

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