1,1'-Carbonyldiimidazole → 1-Cyclopropyl-1H-imidazo[4,5-b]pyridin-2(3H)-one

HRID 707276노트

반응식

HRID 707276 반응식
[CH:1]1([NH:4][C:5]2[C:6]([NH2:11])=[N:7][CH:8]=[CH:9][CH:10]=2)[CH2:3][CH2:2]1.[C:12](N1C=CN=C1)(N1C=CN=C1)=[O:13]>O1CCOCC1.CCOC(C)=O>[CH:1]1([N:4]2[C:5]3[C:6](=[N:7][CH:8]=[CH:9][CH:10]=3)[NH:11][C:12]2=[O:13])[CH2:3][CH2:2]1

참가 물질

5

반응물 2

HCID 682631,1'-CarbonyldiimidazoleHCID 86694145N3-cyclopropylpyridine-2,3-diamine

생성물 1

HCID 183348751-Cyclopropyl-1H-imidazo[4,5-b]pyridin-2(3H)-one

시약·촉매·용매 2

HCID 8857Ethyl Acetate용매HCID 312751,4-Dioxane용매

반응 조건

온도
60 °C

실험 절차

To a solution of N3-cyclopropylpyridine-2,3-diamine (1.0 g, 6.70 mmol) in dioxane (13.41 ml) was added 1,1′-carbonyldiimidazole (Acros Organics, 1.630 g, 10.05 mmol). The resulting mixture was heated to 60° C. for 2 h. The reaction mixture was diluted with EtOAc and washed with water. The organic layer was loaded onto a Biotage samplet and purified (0-100% EtOAc/hexane, 25G biotage column) to afford product that solidified upon rotovap. Material was advanced to the next step. M+1: 176.0.

후처리

  1. washwashed with water
  2. custompurified (0-100% EtOAc/hexane, 25G biotage column)
  3. customto afford product that

출처 및 근거

ORD 기록
ord-881f7c09a854422f9fa882fadd76a358
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09174992B2

반응 노트

불러오는 중…