Sodium Hydroxide → N-(5-((2-(3-hydroxycyclobutanecarboxamido)pyridin-4-yl)oxy)pyridin-2-yl)-1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxamide

HRID 873003ノート

反応式

HRID 873003 の反応式
C([O:4][CH:5]1[CH2:8][CH:7]([C:9](=[O:41])[NH:10][C:11]2[CH:16]=[C:15]([O:17][C:18]3[CH:19]=[N:20][C:21]([NH:24][C:25]([C:27]4[C:28](=[O:40])[N:29]([C:34]5[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=5)[N:30]([CH3:33])[C:31]=4[CH3:32])=[O:26])=[CH:22][CH:23]=3)[CH:14]=[CH:13][N:12]=2)[CH2:6]1)(=O)C.[OH-].[Na+]>CO>[OH:4][CH:5]1[CH2:6][CH:7]([C:9]([NH:10][C:11]2[CH:16]=[C:15]([O:17][C:18]3[CH:23]=[CH:22][C:21]([NH:24][C:25]([C:27]4[C:28](=[O:40])[N:29]([C:34]5[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=5)[N:30]([CH3:33])[C:31]=4[CH3:32])=[O:26])=[N:20][CH:19]=3)[CH:14]=[CH:13][N:12]=2)=[O:41])[CH2:8]1

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 900336043-((4-((6-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxamido)pyridin-3-yl)oxy)pyridin-2-yl)carbamoyl)cyclobutyl acetate

生成物 1

HCID 73051379N-(5-((2-(3-hydroxycyclobutanecarboxamido)pyridin-4-yl)oxy)pyridin-2-yl)-1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxamide収率 45.9%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A solution of 3-((4-((6-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxamido)pyridin-3-yl)oxy)pyridin-2-yl)carbamoyl)cyclobutyl acetate (40 mg, 0.072 mmol) in MeOH (2.5 mL) was cooled to 0° C., then NaOH (6 mg, 0.144 mmol) was added to the mixture. The reaction was stirred at rt for 1 hour, then concentrated in vacuo. The residue was washed with water (5 mL) and ether (5 mL), then filtered to give the title compound as a white solid (17 mg, 42%).

後処理

  1. concentrationconcentrated in vacuo
  2. washThe residue was washed with water (5 mL) and ether (5 mL)
  3. filtrationfiltered

出典と根拠

ORDレコード
ord-3a6c2e3f66e24dd5b5e82bb45f13070e
出典データセット
uspto-grants-2015_03
特許番号
US08975282B2

反応ノート

読み込み中…