Sodium Hydroxide → (S)-5-((3,4-Dimethoxyphenoxy)methyl)-2-(pyrrolidin-2-yl)oxazole

HRID 710065노트

반응식

HRID 710065 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:25]=[CH:26][C:27]=1[O:28][CH3:29])[O:6][CH2:7][C:8]1[O:12][C:11]([C@@H:13]2[CH2:17][CH2:16][CH2:15][N:14]2C(OC(C)(C)C)=O)=[N:10][CH:9]=1.Cl.CCOC(C)=O.[OH-].[Na+]>CCOC(C)=O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:25]=[CH:26][C:27]=1[O:28][CH3:29])[O:6][CH2:7][C:8]1[O:12][C:11]([C@@H:13]2[CH2:17][CH2:16][CH2:15][NH:14]2)=[N:10][CH:9]=1

참가 물질

5

반응물 3

HCID 14798Sodium HydroxideHCID 21866389Hydrogen chloride-ethyl acetate3회HCID 86706778(S)-t-Butyl 2-(5-((3,4-dimethoxyphenoxy)methyl)oxazol-2-yl)pyrrolidine-1-carboxylate

생성물 1

HCID 86706779(S)-5-((3,4-Dimethoxyphenoxy)methyl)-2-(pyrrolidin-2-yl)oxazole수율 71%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

To an AcOEt (1 ml) solution of the compound (0.146 g) obtained in Example 19-(5), 4N HCl-AcOEt (0.5 ml) was added and the mixture was stirred at room temperature for 12 hours. After adding 4N HCl-AcOEt (0.5 ml) and stirring for 3 hours, 4N HCl-AcOEt (0.5 ml) was further added and stirring was continued for an hour. After adding an aqueous solution of 2N NaOH and performing extraction with AcOEt, the organic layer was washed with brine, dried (MgSO4), filtered and concentrated to give the titled compound (0.078 g, pale yellow solid.)

후처리

  1. stirringstirring for 3 hours
  2. stirringstirring
  3. waitwas continued for an hour
  4. extractionextraction with AcOEt
  5. washthe organic layer was washed with brine
  6. dry with materialdried (MgSO4)
  7. filtrationfiltered
  8. concentrationconcentrated

출처 및 근거

ORD 기록
ord-8ef649c83bf946969e768f5ea10a6a0b
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09181229B2

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