Water → 5-Azido-1,6-naphthyridine

HRID 868996ノート

反応式

HRID 868996 の反応式
Cl[C:2]1[N:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[CH:4]=[CH:5][CH:6]=[N:7]2.[N-:12]=[N+:13]=[N-:14].[Na+].O>CN(C=O)C>[N:12]([C:2]1[N:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[CH:4]=[CH:5][CH:6]=[N:7]2)=[N+:13]=[N-:14]

参加物

5

反応物 3

HCID 962WaterHCID 33557Sodium AzideHCID 122042345-Chloro-1,6-naphthyridine

生成物 1

HCID 866678085-Azido-1,6-naphthyridine収率 98.8%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
80 °C

実験手順

To a solution of 5-chloro-1,6-naphthyridine (3.3 g, 20.1 mmol) in DMF (40 mL) was added sodium azide (6.0 g, 88.5 mmol). The mixture was stirred at 80° C. overnight. The mixture was poured into water (120 mL). The aqueous phase was extracted with EtOAc (150 mL×4). The combined organic layers were washed with brine (100 mL×3), dried over sodium sulfate, and concentrated under reduced pressure to give 3.4 g of the crude product as a brown solid. MS (ESI): m/z 172 [M+H]+.

後処理

  1. extractionThe aqueous phase was extracted with EtOAc (150 mL×4)
  2. washThe combined organic layers were washed with brine (100 mL×3)
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-635fbf0e90224fdb823dc90a52743ddb
出典データセット
uspto-grants-2015_03
特許番号
US08969349B2

反応ノート

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