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

HRID 874477ノート

反応式

HRID 874477 の反応式
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

参加物

7

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 3

HCID 962Water溶媒2 回HCID 14798Sodium Hydroxide溶媒HCID 21889133Propan-2-ol--water (1/1)溶媒2 回

反応条件

温度
67.5 °C

実験手順

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 was 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.

後処理

  1. additionwas added to the above mixture
  2. temperaturethe reaction was cooled to room temperature
  3. filtrationfiltered
  4. washthe catalyst was 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

出典と根拠

ORDレコード
ord-45ccd84a571d436babae0c47f14b090f
出典データセット
uspto-grants-2015_03
特許番号
US08980890B2

反応ノート

読み込み中…