Methylamine → 6-chloro-N-methylpyrimidin-4-amine

HRID 58126

반응식

HRID 58126 반응식
Cl[C:2]1[CH:7]=[C:6]([Cl:8])[N:5]=[CH:4][N:3]=1.[CH3:9][NH2:10].C1COCC1.CCOC(C)=O>CC(O)C>[Cl:8][C:6]1[N:5]=[CH:4][N:3]=[C:2]([NH:10][CH3:9])[CH:7]=1

참가 물질

6

반응물 4

HCID 6329MethylamineHCID 8028TetrahydrofuranHCID 8857Ethyl AcetateHCID 709434,6-Dichloropyrimidine

생성물 1

HCID 3094796-chloro-N-methylpyrimidin-4-amine수율 62%

시약·촉매·용매 1

HCID 3776Isopropanol용매

실험 절차

To a solution of 4,6-dichloro-pyrimidine (7.45 g, 50 mmol) in iPrOH (50 mL) was added a solution of methyl amine in THF (2M, 30 mL, 60 mmol) at room temperature. The resulting mixture was stirred for 18 hours. The mixture was concentrated and the residue was purified by flash chromatography on silica eluting with DCM:EtOAc=6:1-1:1 to obtain the title compound (4.4 g, yield: 62%) as a white solid. 1H NMR (400 MHz, CDCl3) δ 2.96 (d, 3H), 5.22-5.36 (bs, 1H), 6.35 (s, 1H), 8.35 (s, 11H); MS (ESI): 144 [M+H]+.

후처리

  1. concentrationThe mixture was concentrated
  2. customthe residue was purified by flash chromatography on silica eluting with DCM

출처 및 근거

ORD 기록
ord-be2f740bdb93431cbfa5a50b841b792a
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09434697B2

연결된 노트

불러오는 중…