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

HRID 503525ノート

反応式

HRID 503525 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-b69e8e292db245689cbde846064e00b7
出典データセット
uspto-grants-2010_08
特許番号
US07776857B2

反応ノート

読み込み中…