Water → 2-(6-Bromopyridin-3-ylamino)-5-chlorobenzoic acid

HRID 42043

반응식

HRID 42043 반응식
[Br:1][C:2]1[N:7]=[CH:6][C:5]([NH2:8])=[CH:4][CH:3]=1.Cl[C:10]1[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][C:11]=1[C:12]([OH:14])=[O:13].C([O-])([O-])=O.[K+].[K+].O>COCCOC>[Br:1][C:2]1[N:7]=[CH:6][C:5]([NH:8][C:10]2[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][C:11]=2[C:12]([OH:14])=[O:13])=[CH:4][CH:3]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 57842,5-Dichlorobenzoic acidHCID 11430Potassium CarbonateHCID 6428116-Bromopyridin-3-amine

생성물 1

HCID 866572592-(6-Bromopyridin-3-ylamino)-5-chlorobenzoic acid수율 34.5%

시약·촉매·용매 1

HCID 80711,2-Dimethoxyethane용매

반응 조건

온도
130 °C

실험 절차

A mixture of 6-bromopyridin-3-amine (27.27 mmol, 4.70 g), 2,5-dichlorobenzoic acid (54.34 mmol, 10.38 g), Cu (2.71 mmol, 0.2 g), Cu2O (1.36 mmol, 0.2 g) and K2CO3 (54.27 mmol, 7.5 g) in 1,2-dimethoxiethane (40 ml) was heated in a microwave oven at 130° C. for 14 hours, under nitrogen atmosphere. Water was added and the mixture was filtered through celite and extracted with AcOEt. The organic phase was washed with saturated K2CO3 aqueous solution and brine. The solvent was evaporated to afford 3.08 g (yield 31%) of the expected product.

후처리

  1. filtrationthe mixture was filtered through celite
  2. extractionextracted with AcOEt
  3. washThe organic phase was washed with saturated K2CO3 aqueous solution and brine
  4. customThe solvent was evaporated

출처 및 근거

ORD 기록
ord-5fc2bee7eea0409d8f13fead24c1c4c6
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08536165B2

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