Methyl 5-chloro-2-(2-phenylpyrrolidin-1-yl)nicotinate → 5-Chloro-2-(2-phenylpyrrolidin-1-yl)nicotinic acid

HRID 72457

反応式

HRID 72457 の反応式
[Cl:1][C:2]1[CH:3]=[N:4][C:5]([N:12]2[CH2:16][CH2:15][CH2:14][CH:13]2[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[C:6]([CH:11]=1)[C:7]([O:9]C)=[O:8]>CO.[OH-].[Na+]>[Cl:1][C:2]1[CH:3]=[N:4][C:5]([N:12]2[CH2:16][CH2:15][CH2:14][CH:13]2[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[C:6]([CH:11]=1)[C:7]([OH:9])=[O:8]

参加物

4

反応物 1

HCID 67958237Methyl 5-chloro-2-(2-phenylpyrrolidin-1-yl)nicotinate

生成物 1

HCID 679586975-Chloro-2-(2-phenylpyrrolidin-1-yl)nicotinic acid収率 108%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 14798Sodium Hydroxide溶媒

実験手順

To an ice cooled solution of methyl 5-chloro-2-(2-phenylpyrrolidin-1-yl)nicotinate (D72) (165 mg, 0.520 mmol) in methanol (10 ml), 10N NaOH (10 ml) was added. The mixture was heated under reflux overnight. After cooled to room temperature, the mixture was concentrated in vacuo. The residue was diluted with water (10 ml), acidified with 2.5N HCl (pH 1-2), and the resulting mixture was extracted with ethyl acetate (2×10 ml). The organic solution was washed with brine (20 ml), dried over Na2SO4 and evaporated in vacuo to afford the title compound (D98) (170 mg) as a red solid.

後処理

  1. temperatureThe mixture was heated
  2. temperatureunder reflux overnight
  3. concentrationthe mixture was concentrated in vacuo
  4. additionThe residue was diluted with water (10 ml)
  5. extractionthe resulting mixture was extracted with ethyl acetate (2×10 ml)
  6. washThe organic solution was washed with brine (20 ml)
  7. dry with materialdried over Na2SO4
  8. customevaporated in vacuo

出典と根拠

ORDレコード
ord-81d088ce54304cf29e2e7ba529ec83ca
出典データセット
uspto-grants-2014_09
特許番号
US08828987B2

関連ノート

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