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

HRID 72459

반응식

HRID 72459 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 21899815MeOH tetrahydrofuran용매

반응 조건

온도
35 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-fe99e9abad004c64a116bd86fea4ef4b
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08828987B2

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