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

HRID 538221ノート

反応式

HRID 538221 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

反応条件

温度
50 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-e2be81f82a4c4ba79a576559d3cb73e0
出典データセット
uspto-grants-2014_10
特許番号
US08865725B2

反応ノート

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