Cesium carbonate → 2-(2-Methoxy-4-nitrophenoxy)pyrimidine

HRID 38244

反応式

HRID 38244 の反応式
Br[C:2]1[N:7]=[CH:6][CH:5]=[CH:4][N:3]=1.[CH3:8][O:9][C:10]1[CH:15]=[C:14]([N+:16]([O-:18])=[O:17])[CH:13]=[CH:12][C:11]=1[OH:19].C([O-])([O-])=O.[Cs+].[Cs+]>CN(C=O)C>[CH3:8][O:9][C:10]1[CH:15]=[C:14]([N+:16]([O-:18])=[O:17])[CH:13]=[CH:12][C:11]=1[O:19][C:2]1[N:7]=[CH:6][CH:5]=[CH:4][N:3]=1

参加物

5

反応物 3

HCID 10796Cesium carbonateHCID 767382-Methoxy-4-nitrophenolHCID 783452-Bromopyrimidine

生成物 1

HCID 674400092-(2-Methoxy-4-nitrophenoxy)pyrimidine収率 78%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
80 °C

実験手順

According to Scheme 3 Step 1 Method B: 2-Bromopyrimidine (1.26 mmol, 211 mg) was added to a suspension of 2-methoxy-4-nitrophenol (1.15 mmol, 200 mg), Cs2CO3 (1.41 mmol, 460 mg) in DMF (3 mL). The reaction mixture was stirred at 80° C. for 3 days. The reaction mixture was quenched with water. The aqueous phase was extracted with AcOEt. The organic phase was washed with brine, was dried over MgSO4, was filtered and was concentrated under reduced pressure. The crude product was washed with a solution of NaOH 3M and dried to obtain 2-(2-methoxy-4-nitrophenoxy)pyrimidine (0.89 mmol, 220 mg, 78%) as a solid. The product was used without further purification.

後処理

  1. customThe reaction mixture was quenched with water
  2. extractionThe aqueous phase was extracted with AcOEt
  3. washThe organic phase was washed with brine
  4. dry with materialwas dried over MgSO4
  5. filtrationwas filtered
  6. concentrationwas concentrated under reduced pressure
  7. washThe crude product was washed with a solution of NaOH 3M
  8. customdried

出典と根拠

ORDレコード
ord-253ba729488a49fd979764e8aac6fb34
出典データセット
uspto-grants-2013_09
特許番号
US08524726B2

関連ノート

読み込み中…