4-Aminophenol → 4-(7-Methoxy-1,5-naphthyridin-4-yloxy)benzenamine

HRID 503525노트

반응식

HRID 503525 반응식
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1.C(=O)([O-])[O-].[Cs+].[Cs+].Cl[C:16]1[CH:17]=[CH:18][N:19]=[C:20]2[C:25]=1[N:24]=[CH:23][C:22]([O:26][CH3:27])=[CH:21]2>CN(C=O)C>[CH3:27][O:26][C:22]1[CH:21]=[C:20]2[C:25]([C:16]([O:8][C:5]3[CH:6]=[CH:7][C:2]([NH2:1])=[CH:3][CH:4]=3)=[CH:17][CH:18]=[N:19]2)=[N:24][CH:23]=1

참가 물질

5

반응물 3

HCID 4034-AminophenolHCID 10796Cesium carbonateHCID 594273408-Chloro-3-methoxy-1,5-naphthyridine

생성물 1

HCID 441851064-(7-Methoxy-1,5-naphthyridin-4-yloxy)benzenamine

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

Alternatively, the title compound may be prepared by the following method: In a nitrogen purged sealed pressure vessel, dissolved 4-aminophenol (0.617 g, 5.65 mmol) in DMF (0.030 L). Cesium carbonate (3.68 g, 11.3 mmol) was added and the mixture was stirred at RT for 5 min. Added 8-chloro-3-methoxy-1,5-naphthyridine (1.00 g, 5.14 mmol), heated to 90° C., stirred for 17 h. The mixture was allowed to cool to RT and was concentrated. The crude material was triturated with methanol, filtered, washed with methanol followed by water, and air dried to yield 4-(7-methoxy-1,5-naphthyridin-4-yloxy)benzenamine as brown solid. MS [M+H]=268.1; Calc'd 267.3 for C15H13N3O2.

후처리

  1. customIn a nitrogen purged
  2. customsealed pressure vessel
  3. stirringstirred for 17 h
  4. temperatureto cool to RT
  5. concentrationwas concentrated
  6. customThe crude material was triturated with methanol
  7. filtrationfiltered
  8. washwashed with methanol
  9. customdried

출처 및 근거

ORD 기록
ord-b69e8e292db245689cbde846064e00b7
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07776857B2

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