Sodium Iodide → 2-chloro-6-methyl-N-(1H-pyrazol-3-yl)pyrimidin-4-amine

HRID 383799

反応式

HRID 383799 の反応式
[Cl:1][C:2]1[N:7]=[C:6](Cl)[CH:5]=[C:4]([CH3:9])[N:3]=1.[NH:10]1[C:14]([NH2:15])=[CH:13][CH:12]=[N:11]1.[Na+].[I-].CCN(C(C)C)C(C)C>CN1C(=O)CCC1.CCOC(C)=O>[Cl:1][C:2]1[N:7]=[C:6]([NH:15][C:14]2[NH:10][N:11]=[CH:12][CH:13]=2)[CH:5]=[C:4]([CH3:9])[N:3]=1

参加物

7

反応物 4

HCID 5238Sodium IodideHCID 74561Pyrazol-3-ylamineHCID 794712,4-Dichloro-6-methylpyrimidineHCID 81531Diisopropylethylamine

生成物 1

HCID 580550402-chloro-6-methyl-N-(1H-pyrazol-3-yl)pyrimidin-4-amine収率 78.7%

試薬・触媒・溶媒 2

HCID 8857Ethyl Acetate溶媒HCID 13387N-methyl-2-pyrrolidone溶媒

反応条件

温度
80 °C

実験手順

To the solution of 2,4-dichloro-6-methylpyrimidine (3.00 g) and 1H-pyrazol-5-amine (1.31 g) in NMP (30 ml) was added NaI (2.36 g) and DIEA (6.33 ml). And the mixture was heated to 80° C. under stirring. After 1 day, the mixture was cooled to room temperature. The mixture was diluted with EtOAc. The precipitate was collected by filtration, washed with the mixed solvent of hexane and EtOAc and dried in vacuo to give 2-chloro-6-methyl-N-(1H-pyrazol-5-yl)pyrimidin-4-amine (2.60 g) as a pale pink solid.

後処理

  1. temperaturethe mixture was cooled to room temperature
  2. filtrationThe precipitate was collected by filtration
  3. washwashed with the mixed solvent of hexane and EtOAc
  4. customdried in vacuo

出典と根拠

ORDレコード
ord-463b30d362164ec98a3e5b14858f956d
出典データセット
uspto-grants-2013_02
特許番号
US08367690B2

関連ノート

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