Potassium Carbonate → Ethyl 4-(((5-chloro-6-isopropoxypyridin-3-yl)oxy)methyl)-2,5-difluorobenzoate

HRID 1525666노트

반응식

HRID 1525666 반응식
Br[CH2:2][C:3]1[C:13]([F:14])=[CH:12][C:6]([C:7]([O:9][CH2:10][CH3:11])=[O:8])=[C:5]([F:15])[CH:4]=1.[Cl:16][C:17]1[CH:18]=[C:19]([OH:27])[CH:20]=[N:21][C:22]=1[O:23][CH:24]([CH3:26])[CH3:25].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[Cl:16][C:17]1[CH:18]=[C:19]([O:27][CH2:2][C:3]2[C:13]([F:14])=[CH:12][C:6]([C:7]([O:9][CH2:10][CH3:11])=[O:8])=[C:5]([F:15])[CH:4]=2)[CH:20]=[N:21][C:22]=1[O:23][CH:24]([CH3:25])[CH3:26]

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 580424365-Chloro-6-isopropoxypyridin-3-OLHCID 66667533HCID 66667533, 화합물

생성물 1

HCID 89619166Ethyl 4-(((5-chloro-6-isopropoxypyridin-3-yl)oxy)methyl)-2,5-difluorobenzoate수율 144%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of ethyl 4-(bromomethyl)-2,5-difluorobenzoate (Preparation 13, 200 mg, 0.72 mmol) in N,N-dimethylformamide (4 mL) at room temperature under nitrogen was added 5-chloro-6-isopropoxypyridin-3-ol (Preparation 6, 161 mg, 0.86 mmol) and potassium carbonate (198 mg, 1.43 mmol). The reaction was stirred at room temperature for 2 days, then partitioned between water and ethyl acetate (1:1 10 mL). The organic phase was washed with brine (10 mL), dried over magnesium sulfate, filtered and the solvent removed in vacuo to afford the title compound as a light yellow solid (400 mg, >100%). No further purification undertaken.

후처리

  1. custompartitioned between water and ethyl acetate (1:1 10 mL)
  2. washThe organic phase was washed with brine (10 mL)
  3. dry with materialdried over magnesium sulfate
  4. filtrationfiltered
  5. customthe solvent removed in vacuo

출처 및 근거

ORD 기록
ord-7b5563a17ecf4dc49a9233e1ff74980f
출처 데이터셋
uspto-grants-2015_07
특허 번호
US09085517B2

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