Ethanol → 4,6-Dichloro-N-[(4-methoxyphenyl)methyl]pyrimidin-2-amine

HRID 1368774ノート

反応式

HRID 1368774 の反応式
Cl[C:2]1[N:7]=[C:6]([Cl:8])[CH:5]=[C:4]([Cl:9])[N:3]=1.C(O)C.[CH3:13][O:14][C:15]1[CH:22]=[CH:21][C:18]([CH2:19][NH2:20])=[CH:17][CH:16]=1.P(=O)(O)(O)O>C(Cl)Cl>[Cl:9][C:4]1[CH:5]=[C:6]([Cl:8])[N:7]=[C:2]([NH:20][CH2:19][C:18]2[CH:21]=[CH:22][C:15]([O:14][CH3:13])=[CH:16][CH:17]=2)[N:3]=1

参加物

6

反応物 4

HCID 702EthanolHCID 1004Phosphoric AcidHCID 754524-Methoxybenzylamine2 回HCID 773782,4,6-Trichloropyrimidine

生成物 1

HCID 132301344,6-Dichloro-N-[(4-methoxyphenyl)methyl]pyrimidin-2-amine

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A 27.5 g portion of 2,4,6-trichloropyrimidine was suspended in a mixed solvent of 200 ml ethanol and 200 ml methylene chloride, to which, under ice-cooling, was subsequently added dropwise 30 ml of 4-methoxybenzylamine. After 19 hours of stirring at the same temperature, 10 ml of 4-methoxybenzylamine was further added dropwise and the mixture was stirred for 18 hours. The reaction solution was mixed with 200 ml of 0.5 N phosphoric acid aqueous solution and extracted with chloroform, and then the organic layer was washed with saturated brine. After drying with anhydrous sodium sulfate, the solvent was evaporated under a reduced pressure, and the thus obtained residue was applied to a silica gel chromatography and developed with a chloroform-hexane (3:1) mixed solvent to obtain 13.3 g of 4,6-dichloro-2-(4-methoxybenzyl)aminopyrimidine and further developed with a chloroform-ethyl acetate (1:3) mixed solvent to obtain 24.2 g of 2,6-dichloro-4-(4-methoxybenzyl)aminopyrimidine. 2,6-Dichloro-4-(4-methoxybenzyl)aminopyrimidine

後処理

  1. temperaturecooling
  2. additionwas further added dropwise
  3. extractionextracted with chloroform
  4. washthe organic layer was washed with saturated brine
  5. dry with materialAfter drying with anhydrous sodium sulfate
  6. customthe solvent was evaporated under a reduced pressure
  7. additionmixed solvent

出典と根拠

ORDレコード
ord-aecb3be46d584f14a07749a95e25f6e3
出典データセット
uspto-grants-2003_06
特許番号
US06573377B1

反応ノート

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