Triethylamine → 2-[4-(2-Furylcarbonyl)-1-piperazinyl]-4-methoxypyrimidine

HRID 841913

反応式

HRID 841913 の反応式
Cl[C:2]1[N:7]=[C:6]([O:8][CH3:9])[CH:5]=[CH:4][N:3]=1.[O:10]1[CH:14]=[CH:13][CH:12]=[C:11]1[C:15]([N:17]1[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]1)=[O:16].C(N(CC)CC)C>C(O)CCC>[O:10]1[CH:14]=[CH:13][CH:12]=[C:11]1[C:15]([N:17]1[CH2:18][CH2:19][N:20]([C:2]2[N:7]=[C:6]([O:8][CH3:9])[CH:5]=[CH:4][N:3]=2)[CH2:21][CH2:22]1)=[O:16]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 5502061-(2-Furoyl)piperazineHCID 5889352-Chloro-4-methoxypyrimidine

生成物 1

HCID 69191472-[4-(2-Furylcarbonyl)-1-piperazinyl]-4-methoxypyrimidine収率 70.2%

試薬・触媒・溶媒 1

HCID 2631-Butanol溶媒

実験手順

A solution of 1.0 g (6.92 mmol) of 2-chloro-4-methoxypyrimidine, 1.49 g (8,30 mmol) of 1-(2-furylcarbonyl)piperazine and 1.39 g (13.84 mmol) of triethylamine in 20 mL of n-butanol is maintained under gentle reflux conditions overnight. The solvent is evaporated off under reduced pressure and the crude residue is diluted in chloroform and washed in water. The organic phase is dried over NaSO4 and evaporated to dryness to give a crude product which is purified using silica-gel chromatography eluting with ethyl acetate/petroleum ether 70:30 to yield an oil which solidifies when left to stand. The solid is suspended in petroleum ether to yield 1.4 g (4.86 mmol) of 2-[4-(2-furylcarbonyl)-1-piperazinyl]-4-methoxypyrimidine. m.p.=85-86° C.

後処理

  1. temperatureunder gentle reflux conditions overnight
  2. customThe solvent is evaporated off under reduced pressure
  3. additionthe crude residue is diluted in chloroform
  4. washwashed in water
  5. dry with materialThe organic phase is dried over NaSO4
  6. customevaporated to dryness
  7. customto give a crude product which
  8. customis purified
  9. washeluting with ethyl acetate/petroleum ether 70:30
  10. customto yield an oil which
  11. waitleft

出典と根拠

ORDレコード
ord-823576c4dea949db9a3d27153e6f60b3
出典データセット
uspto-grants-2002_04
特許番号
US06372746B1

関連ノート

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