Sodium hydride → 5-Amino-3-(1-(dimethylamino)propan-2-yloxy)pyrazine-2-carbonitrile

HRID 40658

反応式

HRID 40658 の反応式
[CH3:1][N:2]([CH3:7])[CH2:3][CH:4]([OH:6])[CH3:5].[H-].[Na+].[NH2:10][C:11]1[N:12]=[C:13](Cl)[C:14]([C:17]#[N:18])=[N:15][CH:16]=1>O1CCOCC1>[NH2:10][C:11]1[N:12]=[C:13]([O:6][CH:4]([CH3:5])[CH2:3][N:2]([CH3:7])[CH3:1])[C:14]([C:17]#[N:18])=[N:15][CH:16]=1

参加物

5

反応物 3

HCID 24758Sodium hydrideHCID 37511DimepranolHCID 210753925-Amino-3-chloropyrazine-2-carbonitrile

生成物 1

HCID 596363285-Amino-3-(1-(dimethylamino)propan-2-yloxy)pyrazine-2-carbonitrile

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

反応条件

温度
100 °C

実験手順

1-(Dimethylamino)propan-2-ol (187 mg, 1.81 mmol) was added to a stirred suspension of sodium hydride (123 mg, 60% in mineral oil, 1.81 mmol) in 1,4-dioxane. After 30 minutes, 5-amino-3-chloropyrazine-2-carbonitrile (140 mg, 0.906 mmol) was added. The vial was capped and the reaction mixture was heated to 100° C. overnight. The reaction mixture was concentrated, diluted with methanol and adsorbed onto an SPE (TsOH) cartridge (pre-conditioned with methanol). The cartridge was rinsed with methanol and the product was eluted with 2 M NH3 in methanol. The basic fractions were concentrated to give the title compound as an orange oil which was used without further purification (79.2 mg, 0.358 mmol, 40%). LC-MS (1) Rt=1.33 m/z (ESI+) 222 (MH+).

後処理

  1. customThe vial was capped
  2. concentrationThe reaction mixture was concentrated
  3. additiondiluted with methanol
  4. washThe cartridge was rinsed with methanol
  5. washthe product was eluted with 2 M NH3 in methanol
  6. concentrationThe basic fractions were concentrated

出典と根拠

ORDレコード
ord-29abdb38ca1942dba78ea6713ddfa4bd
出典データセット
uspto-grants-2013_09
特許番号
US08530468B2

関連ノート

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