Pyridine → N-[6-(3-{[isopropylcarbamoyl]amino}phenoxy)imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide

HRID 1874560

반응식

HRID 1874560 반응식
[NH2:1][C:2]1[CH:3]=[C:4]([CH:21]=[CH:22][CH:23]=1)[O:5][C:6]1[CH:7]=[CH:8][C:9]2[N:10]([CH:12]=[C:13]([NH:15][C:16]([CH:18]3[CH2:20][CH2:19]3)=[O:17])[N:14]=2)[CH:11]=1.[N:24]([CH:27]([CH3:29])[CH3:28])=[C:25]=[O:26].N1C=CC=CC=1>C(=O)([O-])O.[Na+]>[CH:27]([NH:24][C:25]([NH:1][C:2]1[CH:3]=[C:4]([CH:21]=[CH:22][CH:23]=1)[O:5][C:6]1[CH:7]=[CH:8][C:9]2[N:10]([CH:12]=[C:13]([NH:15][C:16]([CH:18]3[CH2:20][CH2:19]3)=[O:17])[N:14]=2)[CH:11]=1)=[O:26])([CH3:29])[CH3:28]

참가 물질

5

반응물 3

HCID 1049PyridineHCID 61277Isopropyl isocyanateHCID 57749361N-[6-(3-aminophenoxy)imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide

생성물 1

HCID 57749359N-[6-(3-{[isopropylcarbamoyl]amino}phenoxy)imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide수율 62%

시약·촉매·용매 1

HCID 516892Sodium Bicarbonate용매

반응 조건

온도
80 °C

실험 절차

A mixture of N-[6-(3-aminophenoxy)imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide (19.3 mg, 0.063 mmol), 2-isocyanatopropane (25.3 mg, 0.297 mmol) and pyridine (1.5 mL) was stirred at 80° C. for 23 hr. The reaction mixture was diluted with aqueous sodium hydrogen carbonate solution and extracted with ethyl acetate. The organic layer was concentrated, and the residue was purified by preparative HPLC to give the title compound (15.2 mg, 62%).

후처리

  1. extractionextracted with ethyl acetate
  2. concentrationThe organic layer was concentrated
  3. customthe residue was purified by preparative HPLC

출처 및 근거

ORD 기록
ord-c26a65d20ca24e3c91e6d5b1c2e28f36
출처 데이터셋
uspto-grants-2012_11
특허 번호
US08304557B2

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