Hydrochloric Acid → 2-(2',3-Dimethyl-2,4'-bipyridin-5-yl)acetic acid

HRID 1036227노트

반응식

HRID 1036227 반응식
[CH3:1][C:2]1[CH:7]=[C:6]([C:8]2[C:13]([CH3:14])=[CH:12][C:11]([CH:15](C(OCC)=O)[C:16]([O:18]CC)=[O:17])=[CH:10][N:9]=2)[CH:5]=[CH:4][N:3]=1.[OH-].[Na+].Cl>C1COCC1.O>[CH3:1][C:2]1[CH:7]=[C:6]([C:8]2[C:13]([CH3:14])=[CH:12][C:11]([CH2:15][C:16]([OH:18])=[O:17])=[CH:10][N:9]=2)[CH:5]=[CH:4][N:3]=1

참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 58447640Diethyl 2-(2',3-dimethyl-2,4'-bipyridin-5-yl)malonate

생성물 1

HCID 584477082-(2',3-Dimethyl-2,4'-bipyridin-5-yl)acetic acid

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

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온도
65 °C

실험 절차

A mixture of diethyl 2-(2′,3-dimethyl-2,4′-bipyridin-5-yl)malonate 156-4 (935 mg, 3 mmol) and NaOH (480 mg, 12 mmol) in THF (1.8 mL) and water (1.8 mL) was stirred at 65° C. for 3 hours. After cooled down to room temperature, the mixture was treated with 3N HCl aqueous solution to adjust the pH around 3, and then stirred for 15 minutes. The resulting solution was evaporated to dryness and the remaining solid was extracted with 20% methanol in ethyl acetate. The organic extraction was concentrated to give 2-(2′,3-dimethyl-2,4′-bipyridin-5-yl)acetic acid 156-5 as white solid. MS m/z 243.1 (M+1).

후처리

  1. temperatureAfter cooled down to room temperature
  2. stirringstirred for 15 minutes
  3. customThe resulting solution was evaporated to dryness
  4. extractionthe remaining solid was extracted with 20% methanol in ethyl acetate
  5. extractionThe organic extraction
  6. concentrationwas concentrated

출처 및 근거

ORD 기록
ord-01b8a69be65540b09bddb253f3a69782
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08546396B2

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