Water → 4-(dimethylamino)-3-fluoro-N-[4-(6-methylimidazo[1,2-a]pyridin-2-yl)phenyl]benzamide

HRID 339569

反応式

HRID 339569 の反応式
[F:1][C:2]1[CH:3]=[C:4]([CH:24]=[CH:25][C:26]=1F)[C:5]([NH:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[N:15]=[C:16]3[CH:21]=[CH:20][C:19]([CH3:22])=[CH:18][N:17]3[CH:23]=2)=[CH:10][CH:9]=1)=[O:6].Cl.[CH3:29][NH:30][CH3:31].C(=O)([O-])[O-].[K+].[K+].O>CS(C)=O>[CH3:29][N:30]([CH3:31])[C:26]1[CH:25]=[CH:24][C:4]([C:5]([NH:7][C:8]2[CH:9]=[CH:10][C:11]([C:14]3[N:15]=[C:16]4[CH:21]=[CH:20][C:19]([CH3:22])=[CH:18][N:17]4[CH:23]=3)=[CH:12][CH:13]=2)=[O:6])=[CH:3][C:2]=1[F:1]

参加物

6

反応物 4

HCID 962WaterHCID 10473Dimethylamine, hydrochlorideHCID 11430Potassium CarbonateHCID 583419813,4-difluoro-N-[4-(6-methylimidazo[1,2-a]pyridin-2-yl)phenyl]benzamide

生成物 1

HCID 583422234-(dimethylamino)-3-fluoro-N-[4-(6-methylimidazo[1,2-a]pyridin-2-yl)phenyl]benzamide収率 62%

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

反応条件

温度
100 °C

実験手順

A stirred mixture of 3,4-difluoro-N-[4-(6-methylimidazo[1,2-a]pyridin-2-yl)phenyl]benzamide (0.10 g, 0.275 mmol), dimethylamine hydrochloride (0.045 g, 0.551 mmol) and potassium carbonate (0.080 g, 0.577 mmol) in dry DMSO (3 ml) was heated at 100° C. for 18 h. After cooling to room temperature, the reaction mixture was added to water (100 ml) and the precipitate was collected by vacuum filtration, and washed with water (50 ml). The air-dried solid was then purified by flash chromatography (25:1 DCM/MeOH) to give the title compound (0.066 g, 62%) as a colourless solid.

後処理

  1. temperatureAfter cooling to room temperature
  2. filtrationthe precipitate was collected by vacuum filtration
  3. washwashed with water (50 ml)
  4. customThe air-dried solid was then purified by flash chromatography (25:1 DCM/MeOH)

出典と根拠

ORDレコード
ord-21860898a6cf42faa68628315740fb73
出典データセット
uspto-grants-2014_11
特許番号
US08895313B2

関連ノート

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