Ethyl isocyanate → 1-Ethyl-3-{3-[6-(4-fluoro-phenyl)-pyrazolo[1,5-a]pyridin-3-yl]-phenyl}-urea

HRID 341240ノート

反応式

HRID 341240 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]=[CH:10][C:11]3[N:12]([N:14]=[CH:15][C:16]=3[C:17]3[CH:18]=[C:19]([NH2:23])[CH:20]=[CH:21][CH:22]=3)[CH:13]=2)=[CH:4][CH:3]=1.CCN(CC)CC.[CH2:31]([N:33]=[C:34]=[O:35])[CH3:32]>COCCOC>[CH2:31]([NH:33][C:34]([NH:23][C:19]1[CH:20]=[CH:21][CH:22]=[C:17]([C:16]2[CH:15]=[N:14][N:12]3[CH:13]=[C:8]([C:5]4[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=4)[CH:9]=[CH:10][C:11]=23)[CH:18]=1)=[O:35])[CH3:32]

参加物

5

反応物 3

HCID 8022Ethyl isocyanate2 回HCID 8471TriethylamineHCID 593210403-[6-(4-Fluoro-phenyl)-pyrazolo[1,5-a]pyridin-3-yl]phenylamine

生成物 1

HCID 593210221-Ethyl-3-{3-[6-(4-fluoro-phenyl)-pyrazolo[1,5-a]pyridin-3-yl]-phenyl}-urea収率 91.8%

試薬・触媒・溶媒 1

HCID 80711,2-Dimethoxyethane溶媒

反応条件

温度
60 °C

実験手順

A solution of 3-[6-(4-fluoro-phenyl)-pyrazolo[1,5-a]pyridin-3-yl]-phenylamine (Example 118, 50 mg, 0.16 mmol), Et3N (45 μL, 0.32 mmol) and ethyl isocyanate (26 μL, 0.32 mmol) in dry DME (2 ml) was stirred and heated at 60° C. under N2 for 24 hours [Further ethyl isocyanate (30 μL) was added after 7 hours]. The reaction mixture was evaporated and dried under vacuum to give the title compound (55 mg, solid). 1H NMR (400 MHz, DMSO-d6): 9.09 (1H, s), 8.53 (1H, s), 8.36 (1H, s), 8.02 (1H, d), 7.93-7.83 (3H, m), 7.72 (1H, dd), 7.38-7.29 (3H, m), 7.27-7.22 (2H, m), 6.15 (1H, t), 3.19-3.09 (2H, m), 1.08 (3H, t).

後処理

  1. customThe reaction mixture was evaporated
  2. customdried under vacuum

出典と根拠

ORDレコード
ord-7c8889e9859e4261b76fe887129e544e
出典データセット
uspto-grants-2014_11
特許番号
US08895745B2

反応ノート

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