Sodium Azide → 6-Azido-4-(quinolin-6-yloxy)-pyrimidine

HRID 2264566ノート

反応式

HRID 2264566 の反応式
Cl[C:2]1[N:7]=[CH:6][N:5]=[C:4]([O:8][C:9]2[CH:10]=[C:11]3[C:16](=[CH:17][CH:18]=2)[N:15]=[CH:14][CH:13]=[CH:12]3)[CH:3]=1.[N-:19]=[N+:20]=[N-:21].[Na+]>CN(C=O)C.CCOC(C)=O.O>[N:19]([C:2]1[N:7]=[CH:6][N:5]=[C:4]([O:8][C:9]2[CH:10]=[C:11]3[C:16](=[CH:17][CH:18]=2)[N:15]=[CH:14][CH:13]=[CH:12]3)[CH:3]=1)=[N+:20]=[N-:21]

参加物

6

反応物 2

HCID 33557Sodium AzideHCID 576000846-(6-Chloropyrimidin-4-yloxy)quinoline

生成物 1

HCID 862346386-Azido-4-(quinolin-6-yloxy)-pyrimidine

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
60 °C

実験手順

To a solution of 9.4 g (36.4 mMol) of 6-chloro-4-(quinolin-6-yloxy)-pyrimidine in 110 ml DMF, 4.74 g (73 mMol) NaN3 are added. After stirring for 60 min at 60° C., the solution is diluted with EtOAc and water. The aqueous layer is separated off and extracted 2× with EtOAc. The organic phases are washed with water and brine, dried (Na2SO4) and concentrate in vacuo to give the crude title compound which is used as such in the next step: MS: [M+1]+=265.

後処理

  1. customThe aqueous layer is separated off
  2. extractionextracted 2× with EtOAc
  3. washThe organic phases are washed with water and brine
  4. dry with materialdried (Na2SO4)
  5. concentrationconcentrate in vacuo

出典と根拠

ORDレコード
ord-09cd8d930764423eb407ad7bcf53dc3d
出典データセット
uspto-grants-2010_12
特許番号
US07855215B2

反応ノート

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