Sodium Carbonate → (6-Phenylpyridin-3-yl)acetic acid

HRID 1674735노트

반응식

HRID 1674735 반응식
Cl[C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([OH:11])=[O:10])=[CH:4][N:3]=1.[C:12]1(B(O)O)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.C([O-])([O-])=O.[Na+].[Na+]>O.CC(O)C.O.[OH-].[Na+]>[C:12]1([C:2]2[CH:7]=[CH:6][C:5]([CH2:8][C:9]([OH:11])=[O:10])=[CH:4][N:3]=2)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

참가 물질

7

반응물 3

HCID 10340Sodium CarbonateHCID 66827Phenylboronic AcidHCID 140715712-(6-Chloropyridin-3-yl)acetic acid

생성물 1

HCID 66718993(6-Phenylpyridin-3-yl)acetic acid

시약·촉매·용매 3

HCID 962Water용매2회HCID 14798Sodium Hydroxide용매HCID 21889133Propan-2-ol--water (1/1)용매2회

반응 조건

온도
67.5 °C

실험 절차

2-chloropyridine-5-acetic acid (0.2 gm, 1.21 mmole), phenylboronic acid (0.16 gm, 1.3 mmole) and 50% water wet 10% Palladium carbon (0.08 gm, 0.036 mmole Pd) were added to 10 ml of 5:1 water isopropanol mixture, then Na2CO3 (0.15 gm, 1.4 mmole) dissolved in 3 ml of water was added to the above mixture, the reaction was heated at 65-70° C. overnight, the reaction was cooled to room temperature, diluted with 20 ml of 70:15:1 i-PrOH/H2O/10% NaOH, filtered, the catalyst washed with 20 ml×3 using the above mixture, the filtrate was dried under vacuum and crude mixture was used without any purification in the next step.

후처리

  1. additionwas added to the above mixture
  2. temperaturethe reaction was cooled to room temperature
  3. filtrationfiltered
  4. washthe catalyst washed with 20 ml×3 using the above mixture
  5. customthe filtrate was dried under vacuum and crude mixture
  6. customwas used without any purification in the next step

출처 및 근거

ORD 기록
ord-02efd74eee25403a9571bffa4f169755
출처 데이터셋
uspto-grants-2011_08
특허 번호
US08003641B2

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