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

HRID 2264566노트

반응식

HRID 2264566 반응식
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]

참가 물질

6

반응물 2

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

생성물 1

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

시약·촉매·용매 3

HCID 962Water용매HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

반응 조건

온도
60 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-09cd8d930764423eb407ad7bcf53dc3d
출처 데이터셋
uspto-grants-2010_12
특허 번호
US07855215B2

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