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Lithium Hydroxide → 2-Chloro-6-(cyclopropylethynyl)nicotinic acid

HRID 2102909
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HRID 2102909 반응식
[Cl:1][C:2]1[C:7]([C:8]([O:10]CC)=[O:9])=[CH:6][CH:5]=[C:4]([C:13]#[C:14][CH:15]2[CH2:17][CH2:16]2)[N:3]=1.[OH-].[Li+]>CO.O>[Cl:1][C:2]1[N:3]=[C:4]([C:13]#[C:14][CH:15]2[CH2:17][CH2:16]2)[CH:5]=[CH:6][C:7]=1[C:8]([OH:10])=[O:9]
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참가 물질

5

반응물 2

HCID 3939Lithium HydroxideHCID 57804191HCID 57804191, 화합물

생성물 1

HCID 578041512-Chloro-6-(cyclopropylethynyl)nicotinic acid수율 64.5%

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

실험 절차

The ester was hydrolyzed as follows: Ethyl 2-chloro-6-(2-cyclopropylethynyl)pyridine-3-carboxylate (0.7 g, 2.8 mmol) and lithium hydroxide (0.4 g, 16.86 mmol) were refluxed in a mixture of 30 mL MeOH and 10 mL water. The mixture was cooled and the methanol was removed in vacuo. The remaining solution was acidified to pH 2 with 1M HCl at 0° C. The precipitate was filtered and dried to give 0.4 g (57%) of the title compound. m/z=222.4 (M+1).

후처리

  1. temperatureThe mixture was cooled
  2. customthe methanol was removed in vacuo
  3. customwas acidified to pH 2 with 1M HCl at 0° C
  4. filtrationThe precipitate was filtered
  5. customdried

출처 및 근거

ORD 기록
ord-71266e4606284115827a6a8dec1f847a
출처 데이터셋
uspto-grants-2009_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07576099B2

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