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

HRID 383799노트

반응식

HRID 383799 반응식
[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

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 8857Ethyl Acetate용매HCID 13387N-methyl-2-pyrrolidone용매

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온도
80 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-463b30d362164ec98a3e5b14858f956d
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08367690B2

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