Methanol → 4-[[2-Fluoro-5-[3-(hydroxymethyl)-1-piperidyl]benzoyl]amino]-3,5-dimethyl-benzoic acid

HRID 239927노트

반응식

HRID 239927 반응식
[OH-].[Na+].[F:3][C:4]1[CH:24]=[CH:23][C:22]([N:25]2[CH2:30][CH2:29][CH2:28][CH:27]([CH2:31][OH:32])[CH2:26]2)=[CH:21][C:5]=1[C:6]([NH:8][C:9]1[C:18]([CH3:19])=[CH:17][C:12]([C:13]([O:15]C)=[O:14])=[CH:11][C:10]=1[CH3:20])=[O:7].CO>C1COCC1>[F:3][C:4]1[CH:24]=[CH:23][C:22]([N:25]2[CH2:30][CH2:29][CH2:28][CH:27]([CH2:31][OH:32])[CH2:26]2)=[CH:21][C:5]=1[C:6]([NH:8][C:9]1[C:10]([CH3:20])=[CH:11][C:12]([C:13]([OH:15])=[O:14])=[CH:17][C:18]=1[CH3:19])=[O:7]

참가 물질

5

반응물 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 86707313Methyl 4-[[2-fluoro-5-[3-(hydroxymethyl)-1-piperidyl]benzoyl]amino]-3,5-dimethyl-benzoate

생성물 1

HCID 867073144-[[2-Fluoro-5-[3-(hydroxymethyl)-1-piperidyl]benzoyl]amino]-3,5-dimethyl-benzoic acid수율 69.7%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A solution of aqueous 2N NaOH (2.00 ml) is added to a stirred solution of methyl 4-[[2-fluoro-5-[3-(hydroxymethyl)-1-piperidyl]benzoyl]amino]-3,5-dimethyl-benzoate (0.18 g, 0.43 mmol) in THF:MeOH (3 ml:1 ml). After 16 h at 50° C., the organic solvent is removed under reduced pressure and the residue is diluted with water, acidified to pH 4 with 1N HCl and extracted with CH2Cl2. The organic layers are combined and dried over anhydrous sodium sulfate. The solvent is removed under reduced pressure and the resulting precipitate is triturated with diethyl ether and filtered to afford the title compound as a white solid (0.12 g, 69%). Mass spectrum (m/z): 401.2 (M+1).

후처리

  1. customthe organic solvent is removed under reduced pressure
  2. additionthe residue is diluted with water
  3. extractionextracted with CH2Cl2
  4. dry with materialdried over anhydrous sodium sulfate
  5. customThe solvent is removed under reduced pressure
  6. customthe resulting precipitate is triturated with diethyl ether
  7. filtrationfiltered

출처 및 근거

ORD 기록
ord-71e47365ed6842e89529cd3ece85de73
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08642768B2

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