2-Fluoro-4-nitrophenol → 4-(2-Fluoro-4-nitrophenoxy)-5-methyl-5H-pyrrolo[3,2-d]pyrimidine

HRID 1261197노트

반응식

HRID 1261197 반응식
Cl[C:2]1[C:3]2[N:10]([CH3:11])[CH:9]=[CH:8][C:4]=2[N:5]=[CH:6][N:7]=1.[N+:12]([C:15]1[CH:20]=[CH:19][C:18]([OH:21])=[C:17]([F:22])[CH:16]=1)([O-:14])=[O:13].C(=O)([O-])[O-].[Cs+].[Cs+]>C1(OC2C=CC=CC=2)C=CC=CC=1>[F:22][C:17]1[CH:16]=[C:15]([N+:12]([O-:14])=[O:13])[CH:20]=[CH:19][C:18]=1[O:21][C:2]1[C:3]2[N:10]([CH3:11])[CH:9]=[CH:8][C:4]=2[N:5]=[CH:6][N:7]=1

참가 물질

5

반응물 3

HCID 98252-Fluoro-4-nitrophenolHCID 10796Cesium carbonateHCID 594245054-Chloro-5-methyl-5H-pyrrolo[3,2-d]pyrimidine

생성물 1

HCID 594245774-(2-Fluoro-4-nitrophenoxy)-5-methyl-5H-pyrrolo[3,2-d]pyrimidine수율 50%

시약·촉매·용매 1

HCID 7583Diphenyl Ether용매

반응 조건

온도
140 °C

실험 절차

A suspension of 4-chloro-5-methyl-5H-pyrrolo[3,2-d]pyrimidine (28) (300 mg, 1.79 mmol), 4-nitro-2-fluorophenol (422 mg, 2.69 mmol) and cesium carbonate (1.2 g, 3.58 mmol) in diphenyl ether (18 mL) was stirred overnight at 140° C. The reaction mixture was cooled to room temperature, concentrated under reduced pressure and the residue was triturated with Et2O, filtered, and dried to afford the title compound 29 as a grey solid (258 mg, 49% yield). LRMS (M+1) 289.1 (100%).

후처리

  1. temperatureThe reaction mixture was cooled to room temperature
  2. concentrationconcentrated under reduced pressure
  3. customthe residue was triturated with Et2O
  4. filtrationfiltered
  5. customdried

출처 및 근거

ORD 기록
ord-fa761e694de34b42b170ab37e85a8a5f
출처 데이터셋
uspto-grants-2013_06
특허 번호
US08470850B2

반응 노트

불러오는 중…