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N-(3-ethyl-1-((6-vinylpyridin-2-yl)methyl)-1H-indazol-4-yl)imidazo[1,2-a]pyridine-3-carboxamide → N-(3-ethyl-1-((6-ethylpyridin-2-yl)methyl)-1H-indazol-4-yl)imidazo[1,2-a]pyridine-3-carboxamide

HRID 79321
ノート
印刷プレビュー

反応式

HRID 79321 の反応式
[CH2:1]([C:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][C:10]=2[NH:12][C:13]([C:15]2[N:19]3[CH:20]=[CH:21][CH:22]=[CH:23][C:18]3=[N:17][CH:16]=2)=[O:14])[N:5]([CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[C:27]([CH:31]=[CH2:32])[N:26]=2)[N:4]=1)[CH3:2]>CO.[Pd]>[CH2:1]([C:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][C:10]=2[NH:12][C:13]([C:15]2[N:19]3[CH:20]=[CH:21][CH:22]=[CH:23][C:18]3=[N:17][CH:16]=2)=[O:14])[N:5]([CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[C:27]([CH2:31][CH3:32])[N:26]=2)[N:4]=1)[CH3:2]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 1

HCID 67260793N-(3-ethyl-1-((6-vinylpyridin-2-yl)methyl)-1H-indazol-4-yl)imidazo[1,2-a]pyridine-3-carboxamide

生成物 1

HCID 67259621N-(3-ethyl-1-((6-ethylpyridin-2-yl)methyl)-1H-indazol-4-yl)imidazo[1,2-a]pyridine-3-carboxamide収率 54.4%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

To N-(3-ethyl-1-((6-vinylpyridin-2-yl)methyl)-1H-indazol-4-yl)imidazo[1,2-a]pyridine-3-carboxamide (11 mg, 0.026 mmol) in MeOH (3 mL) was added palladium on carbon (10% wt, 8 mg). The reaction mixture was purged with N2 three times followed by a purge with H2. A H2 balloon was applied to the reaction mixture. The mixture was stirred for one hour and filtered through a plug of silica gel. The plug was washed with MeOH (20 mL). The filtrate was concentrated under reduced pressure and the residue was purified by silica gel chromatography (DCM/MeOH 10:1) to give the final product (6 mg). MS (ES+APCI) m/z=425 (M+H).

後処理

  1. customThe reaction mixture was purged with N2 three times
  2. customa purge with H2
  3. filtrationfiltered through a plug of silica gel
  4. washThe plug was washed with MeOH (20 mL)
  5. concentrationThe filtrate was concentrated under reduced pressure
  6. customthe residue was purified by silica gel chromatography (DCM/MeOH 10:1)

出典と根拠

ORDレコード
ord-d7d7a2dd0d4b45edb9d181f5ab7d339a
出典データセット
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08841455B2

反応ノート

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