N-Methylaniline → tert-butyl 3-(6-[N-methyl-N-phenylamino]pyrimidin-4-ylamino)phenylcarbamate

HRID 404768

반응식

HRID 404768 반응식
Cl[C:2]1[N:7]=[CH:6][N:5]=[C:4]([NH:8][C:9]2[CH:10]=[C:11]([NH:15][C:16](=[O:22])[O:17][C:18]([CH3:21])([CH3:20])[CH3:19])[CH:12]=[CH:13][CH:14]=2)[CH:3]=1.[CH3:23][NH:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1.[OH-].[Na+]>C(Cl)Cl>[CH3:23][N:24]([C:2]1[N:7]=[CH:6][N:5]=[C:4]([NH:8][C:9]2[CH:10]=[C:11]([NH:15][C:16](=[O:22])[O:17][C:18]([CH3:21])([CH3:20])[CH3:19])[CH:12]=[CH:13][CH:14]=2)[CH:3]=1)[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1

참가 물질

5

반응물 3

HCID 7515N-MethylanilineHCID 14798Sodium HydroxideHCID 57708283Tert-butyl 3-(6-chloropyrimidin-4-ylamino)phenylcarbamate

생성물 1

HCID 66769589tert-butyl 3-(6-[N-methyl-N-phenylamino]pyrimidin-4-ylamino)phenylcarbamate

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
120 °C

실험 절차

A mixture of tert-butyl 3-(6-chloropyrimidin-4-ylamino)phenylcarbamate (1.6 g, 5 mmol) and N-methylaniline (1.07 g, 10 mmol) was heated at 120° C. in a sealed tube for 2 hr. The reaction mixture was cooled to RT, mixed with 1 mL of 1N NaOH and 5 mL of DCM, stirred for 30 min, the product was filtered and dried under vacuum to give a solid product. MS (m/z): MH+=392.

후처리

  1. temperatureThe reaction mixture was cooled to RT
  2. filtrationthe product was filtered
  3. customdried under vacuum
  4. customto give a solid product

출처 및 근거

ORD 기록
ord-f42125ae74d64a7a9d90c718332dd37c
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08748606B2

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