Ethyl chloroformate → [8-(2,6-Dimethylbenzylamino)-3-meihylimidazo[1,2-a]pyridin-2-yl]methyl Ethyl Carbonate

HRID 1166161ノート

反応式

HRID 1166161 の反応式
[CH3:1][C:2]1[CH:21]=[CH:20][CH:19]=[C:18]([CH3:22])[C:3]=1[CH2:4][NH:5][C:6]1[C:7]2[N:8]([C:12]([CH3:17])=[C:13]([CH2:15][OH:16])[N:14]=2)[CH:9]=[CH:10][CH:11]=1.Cl[C:24]([O:26][CH2:27][CH3:28])=[O:25].C(=O)(O)[O-].[Na+]>C(Cl)Cl>[C:24](=[O:25])([O:26][CH2:27][CH3:28])[O:16][CH2:15][C:13]1[N:14]=[C:7]2[C:6]([NH:5][CH2:4][C:3]3[C:18]([CH3:22])=[CH:19][CH:20]=[CH:21][C:2]=3[CH3:1])=[CH:11][CH:10]=[CH:9][N:8]2[C:12]=1[CH3:17]

参加物

5

反応物 3

HCID 10928Ethyl chloroformate2 回HCID 516892Sodium BicarbonateHCID 98826348-(2,6-Dimethylbenzylamino)-2-hydroxymethyl-3-methylimidazo[1,2-a]pyridine

生成物 1

HCID 9951111[8-(2,6-Dimethylbenzylamino)-3-meihylimidazo[1,2-a]pyridin-2-yl]methyl Ethyl Carbonate収率 23%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

8-(2,6-dimethylbenzylamino)-2-hydroxymethyl-3-methylimidazo[1,2-a]pyridine (0.4 g, 1.3 mmol) and ethyl chloroformate (0.13 ml, 1.3 mmol) were solved in methylene chloride (20 ml) and were refluxed for 3 h. An additional amount of ethyl chloroformate (0.13 ml, 1.3 mmol) was added and the reaction mixture was refuxed 20 h. A sodium bicarbonate solution was added, the organic layer was separated dried (Na2SO4) and evaporated under reduced pressure. Purification of the residue by column chromatography on silica gel using diethyl ether as eluent and crystallization from diethyl ether: petroleum ether (1:2) gave 0.11 g (23%) of the title compound.

後処理

  1. temperaturewere refluxed for 3 h
  2. customthe organic layer was separated
  3. dry with materialdried (Na2SO4)
  4. customevaporated under reduced pressure
  5. customPurification of the residue by column chromatography on silica gel
  6. customcrystallization from diethyl ether: petroleum ether (1:2)

出典と根拠

ORDレコード
ord-b69ddcc63d924d7ca3c03bce3d45ce3b
出典データセット
uspto-grants-2003_09
特許番号
US06613775B1

反応ノート

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