Phenol → 7-Chloro-5-methylsulfanyl-2-phenoxymethyl-imidazo[1,2-c]pyrimidine

HRID 538221노트

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HRID 538221 반응식
[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl:8][C:9]1[N:14]=[C:13]([S:15][CH3:16])[N:12]2[CH:17]=[C:18]([CH2:20]Cl)[N:19]=[C:11]2[CH:10]=1.C([O-])([O-])=O.[K+].[K+]>C(#N)C>[Cl:8][C:9]1[N:14]=[C:13]([S:15][CH3:16])[N:12]2[CH:17]=[C:18]([CH2:20][O:7][C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)[N:19]=[C:11]2[CH:10]=1

참가 물질

5

반응물 3

HCID 996PhenolHCID 11430Potassium CarbonateHCID 592992327-Chloro-2-(chloromethyl)-5-methylsulfanyl-imidazo[1,2-c]pyrimidine

생성물 1

HCID 866964987-Chloro-5-methylsulfanyl-2-phenoxymethyl-imidazo[1,2-c]pyrimidine수율 53%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

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온도
50 °C

실험 절차

Phenol (0.050 g, 0.53 mmol) was added to a suspension of 7-chloro-2-chloromethyl-5-methylsulfanyl-imidazo[1,2-c]pyrimidine (0.15 g, 0.53 mmol) and K2CO3 (0.21 g, 1.58 mmol) in ACN (2 mL). The mixture was stirred at 50° C. for 18 hours and then the solvents were evaporated in vacuo. The crude product was purified by flash column chromatography (silica; DCM). The desired fractions were collected and the solvents evaporated in vacuo. The product was triturated with diethyl ether and the solid thus obtained, filtered and dried in vacuo to yield 7-chloro-5-methylsulfanyl-2-phenoxymethyl-imidazo[1,2-c]pyrimidine (0.085 g, 53% yield) as a white solid.

후처리

  1. customthe solvents were evaporated in vacuo
  2. customThe crude product was purified by flash column chromatography (silica; DCM)
  3. customThe desired fractions were collected
  4. customthe solvents evaporated in vacuo
  5. customThe product was triturated with diethyl ether
  6. customthe solid thus obtained
  7. filtrationfiltered
  8. customdried in vacuo

출처 및 근거

ORD 기록
ord-e2be81f82a4c4ba79a576559d3cb73e0
출처 데이터셋
uspto-grants-2014_10
특허 번호
US08865725B2

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