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Lithium Hydroxide → 2-(3-Fluorophenyl)pyrimidine-5-carboxylic acid

HRID 2381906
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반응식

HRID 2381906 반응식
C[O:2][C:3]([C:5]1[CH:6]=[N:7][C:8]([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([F:17])[CH:12]=2)=[N:9][CH:10]=1)=[O:4].[Li+].[OH-]>CO>[F:17][C:13]1[CH:12]=[C:11]([C:8]2[N:7]=[CH:6][C:5]([C:3]([OH:4])=[O:2])=[CH:10][N:9]=2)[CH:16]=[CH:15][CH:14]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 3939Lithium HydroxideHCID 45073367Methyl 2-(3-fluorophenyl)pyrimidine-5-carboxylate

생성물 1

HCID 450733632-(3-Fluorophenyl)pyrimidine-5-carboxylic acid수율 98%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of 2-(3-fluoro-phenyl)-pyrimidine-5-carboxylic acid methyl ester (1.76 g, 7.58 mmol) in anhydrous MeOH (35 mL) is added LiOH (0.38 g, 15.9 mmol) and the reaction mixture is stirred at rt overnight. The mixture is concentrated in vacuo and the residue is partitioned between EtOAc and 3 N aqueous HCl (7.6 mL). The mixture is extracted with EtOAc and the organic layer is washed with brine, dried (MgSO4), filtered and concentrated in vacuo to afford 2-(3-fluoro-phenyl)-pyrimidine-5-carboxylic acid (1.62 g, 98%) as a solid. MS: 219 (M+H).

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후처리

  1. concentrationThe mixture is concentrated in vacuo
  2. customthe residue is partitioned between EtOAc and 3 N aqueous HCl (7.6 mL)
  3. extractionThe mixture is extracted with EtOAc
  4. washthe organic layer is washed with brine
  5. dry with materialdried (MgSO4)
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-135f082c21214c6db049705e0cdaa9fe
출처 데이터셋
uspto-grants-2012_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08258130B2

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