Sodium Hydroxide → 5-Chloro-2-(3-phenoxyazetidin-1-yl)nicotinic acid

HRID 72459

反応式

HRID 72459 の反応式
[Cl:1][C:2]1[CH:3]=[N:4][C:5]([N:12]2[CH2:15][CH:14]([O:16][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[CH2:13]2)=[C:6]([CH:11]=1)[C:7]([O:9]C)=[O:8].[OH-].[Na+]>CO.O1CCCC1>[Cl:1][C:2]1[CH:3]=[N:4][C:5]([N:12]2[CH2:15][CH:14]([O:16][C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=3)[CH2:13]2)=[C:6]([CH:11]=1)[C:7]([OH:9])=[O:8]

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 67958085Methyl 5-chloro-2-(3-phenoxyazetidin-1-yl)nicotinate

生成物 1

HCID 679582405-Chloro-2-(3-phenoxyazetidin-1-yl)nicotinic acid収率 95.7%

試薬・触媒・溶媒 1

HCID 21899815MeOH tetrahydrofuran溶媒

反応条件

温度
35 °C

実験手順

Methyl 5-chloro-2-(3-phenoxyazetidin-1-yl)nicotinate (D75) (305 mg, 0.96 mmol) was dissolved in methanol/tetrahydrofuran (10 ml/10 ml), 5N NaOH (10 ml) was added at 0° C. The resulting reaction mixture was heated to 35° C. for 18 hours then cooled to room temperature and concentrated. Water added (10 ml) and the mixture was acidified with 2.5N HCl (pH1-2). The white solid was collected, washed with water and dried to provide compound (D101) (280 mg) as a white solid.

後処理

  1. customThe resulting reaction mixture
  2. temperaturethen cooled to room temperature
  3. concentrationconcentrated
  4. additionWater added (10 ml)
  5. customThe white solid was collected
  6. washwashed with water
  7. customdried

出典と根拠

ORDレコード
ord-fe99e9abad004c64a116bd86fea4ef4b
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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