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Lithium Hydroxide → 2-(3-Methyl-1,2,4-oxadiazol-5-yl)isonicotinic acid

HRID 2281913
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HRID 2281913 반응식
[OH-].[Li+].[CH3:3][C:4]1[N:8]=[C:7]([C:9]2[CH:10]=[C:11]([CH:16]=[CH:17][N:18]=2)[C:12]([O:14]C)=[O:13])[O:6][N:5]=1>C(O)C>[CH3:3][C:4]1[N:8]=[C:7]([C:9]2[CH:10]=[C:11]([CH:16]=[CH:17][N:18]=2)[C:12]([OH:14])=[O:13])[O:6][N:5]=1
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참가 물질

4

반응물 2

HCID 3939Lithium HydroxideHCID 67151212Methyl 2-(3-methyl-1,2,4-oxadiazol-5-yl)isonicotinate

생성물 1

HCID 582525372-(3-Methyl-1,2,4-oxadiazol-5-yl)isonicotinic acid수율 89%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of lithium hydroxide (15 g, 0.35 mol), ethanol (500 mL) and methyl 2-(3-methyl-1,2,4-oxadiazol-5-yl)isonicotinate (52 g, 0.23 mol) were stirred at room temperature for 5 hours, then mixture was concentrated in vacuo. Water was added then extracted with ethyl acetate. The water layer was brought to pH 1.5 with aqueous 1N hydrochloric acid and extracted with ethyl acetate. The organic layer was concentrated in vacuo to afford the title compound as a white solid (42 g). 1H NMR (300 MHz, DMSO-d6) δ ppm 14.08 (br s, 1H) 9.00-8.98 (m, 1 H) 8.50 (s, 1H) 8.09-8.07 (m, 1H), 2.46 (s, 3H).

후처리

  1. concentrationmixture was concentrated in vacuo
  2. additionWater was added
  3. extractionthen extracted with ethyl acetate
  4. extractionextracted with ethyl acetate
  5. concentrationThe organic layer was concentrated in vacuo

출처 및 근거

ORD 기록
ord-07d79fd7173c4245a49946f3f8d9feaa
출처 데이터셋
uspto-grants-2015_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09139587B2

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