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

HRID 1874560

反応式

HRID 1874560 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 516892Sodium Bicarbonate溶媒

反応条件

温度
80 °C

実験手順

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%).

後処理

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

出典と根拠

ORDレコード
ord-c26a65d20ca24e3c91e6d5b1c2e28f36
出典データセット
uspto-grants-2012_11
特許番号
US08304557B2

関連ノート

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