Monobasic potassium phosphate → 3-Chlorofuro[2,3-c]pyridine-5-carboxylic acid

HRID 1830553ノート

反応式

HRID 1830553 の反応式
[Cl:1][C:2]1[C:10]2[C:5](=[CH:6][N:7]=[C:8]([CH:11]=[O:12])[CH:9]=2)[O:4][CH:3]=1.Cl([O-])=[O:14].[Na+].OP([O-])(O)=O.[K+]>C1COCC1.CC(O)(C)C.O>[Cl:1][C:2]1[C:10]2[C:5](=[CH:6][N:7]=[C:8]([C:11]([OH:14])=[O:12])[CH:9]=2)[O:4][CH:3]=1

参加物

7

反応物 3

HCID 516951Monobasic potassium phosphateHCID 22047393HCID 22047393、化合物HCID 23668197Sodium Chlorite

生成物 1

HCID 220474433-Chlorofuro[2,3-c]pyridine-5-carboxylic acid収率 105.9%

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 6386tert-Butanol溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

3-Chlorofuro[2,3-c]pyridine-5-carbaldehyde (317 mg, 1.74 mmol) is dissolved in THF (10 mL)/t-BuOH (5 mL)/H2O (5 mL), treated with a single portion of sodium chlorite (592 mg, 5.24 mmol) and KH2PO4 (473 mg, 3.48 mmol) and stirred at rt for 18 h. The reaction mixture is concentrated in vacuo to dryness, suspended in water (10 μL), acidified to pH 3.5 with concentrated HCl and stirred at rt for 2 h. The resulting solid is filtered, washed with water and dried in a vacuum oven at 40° C. for 18 h to afford 364 mg of 3-chlorofuro[2,3-c]pyridine-5-carboxylic acid as a white solid. MS (EI) m/z: 197 (M+).

後処理

  1. concentrationThe reaction mixture is concentrated in vacuo to dryness
  2. stirringstirred at rt for 2 h
  3. filtrationThe resulting solid is filtered
  4. washwashed with water
  5. customdried in a vacuum oven at 40° C. for 18 h

出典と根拠

ORDレコード
ord-12d8061472c54c35956b76274198c5af
出典データセット
uspto-grants-2006_06
特許番号
US07067515B2

反応ノート

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