Methyl iodide → HCID 178434238、化合物

HRID 1484582ノート

反応式

HRID 1484582 の反応式
[F:1][CH:2]([F:26])[C:3]1[NH:4][C:5]([CH:23]([F:25])[F:24])=[C:6]([C:21]#[N:22])[CH:7]([C:11]2[CH:12]=[C:13]3[C:17](=[CH:18][CH:19]=2)[NH:16][N:15]=[C:14]3[CH3:20])[C:8]=1[C:9]#[N:10].[C:27](=O)([O-])[O-].[Cs+].[Cs+].CI>CN(C=O)C>[F:26][CH:2]([F:1])[C:3]1[N:4]([CH3:27])[C:5]([CH:23]([F:24])[F:25])=[C:6]([C:21]#[N:22])[CH:7]([C:11]2[CH:12]=[C:13]3[C:17](=[CH:18][CH:19]=2)[NH:16][N:15]=[C:14]3[CH3:20])[C:8]=1[C:9]#[N:10]

参加物

5

反応物 3

HCID 6328Methyl iodide2 回HCID 10796Cesium carbonateHCID 178434239HCID 178434239、化合物

生成物 1

HCID 178434238HCID 178434238、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A solution of 100 mg (0.277 mmol) 2,6-bis(difluoromethyl)-4-(3-methyl-1H-indazol-5-yl)-1,4-dihydropyridine-3,5-dicarbonitrile (Example 13) in DMF (1.5 ml) was cooled to 0° C., and 108 mg (0.33 mmol) caesium carbonate were added at this temperature. After stirring for 30 min, 21 μl (0.33 mmol) methyl iodide were added dropwise at room temperature, and the mixture was stirred at rt overnight. After this, additional methyl iodide (20 μl) was added, and stirring at rt was continued for further 48 h. The reaction mixture was then filtered, and the filtrate was directly purified by preparative RP-HPLC (acetonitrile/water+0.1% TFA isocratic 40:60 v/v) to give 12 mg (11% of th.) of the title compound.

後処理

  1. stirringthe mixture was stirred at rt overnight
  2. stirringstirring at rt
  3. waitwas continued for further 48 h
  4. filtrationThe reaction mixture was then filtered
  5. customthe filtrate was directly purified by preparative RP-HPLC (acetonitrile/water+0.1% TFA isocratic 40:60 v/v)

出典と根拠

ORDレコード
ord-8a48310868ac4cb68e482b69f1058e72
出典データセット
uspto-grants-2016_08
特許番号
US09422263B2

反応ノート

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