Formaldehyde → HCID 23299998、化合物

HRID 1952745ノート

反応式

HRID 1952745 の反応式
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N:9]1[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]1.[CH2:15]=O.[NH2:17][C:18]1[N:22]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[N:21]=[C:20]([CH:29]2[CH2:31][CH2:30]2)[CH:19]=1>>[NH2:17][C:18]1[N:22]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[N:21]=[C:20]([CH:29]2[CH2:31][CH2:30]2)[C:19]=1[CH2:15][N:12]1[CH2:13][CH2:14][N:9]([C:4]2[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=2[O:2][CH3:1])[CH2:10][CH2:11]1

参加物

4

反応物 3

HCID 712FormaldehydeHCID 13461-(2-Methoxyphenyl)piperazineHCID 27580103-Cyclopropyl-1-phenyl-1H-pyrazol-5-amine

生成物 1

HCID 23299998HCID 23299998、化合物

実験手順

A mixture of 1-(2-methoxyphenyl)piperazine (2.4 g), 37-40% aqueous formaldehyde solution (0.9 ml) and industrial methylated spirit (30 ml) was stirred at ambient temperature under nitrogen for 18 hours, then a slurry of 5-amino-3-cyclopropyl-1-phenylpyrazole (2.5 g) in industrial methylated spirit (60 ml) was added in one portion. The stirred mixture was heated under reflux for 24 hours then the solvents were removed in vacuo. The residue was purified by reduced pressure column chromatography over silica using a 19:1 mixture of dichloromethane and industrial methylated spirit as eluant. Appropriate fractions were combined and the solvents removed in vacuo. The residue was triturated with acetone and the resulting solid was collected by filtration and dried in vacuo at ambient temperature to give 5-amino-3-cyclopropyl-4-[4-(2-methoxyphenyl)piperazin-1-ylmethyl]-1-phenylpyrazole as a white solid (1.4 g), m.p. 70-74° C.

後処理

  1. temperatureThe stirred mixture was heated
  2. temperatureunder reflux for 24 hours
  3. customthe solvents were removed in vacuo
  4. customThe residue was purified by reduced pressure column chromatography over silica using
  5. additiona 19:1 mixture of dichloromethane and industrial methylated spirit as eluant
  6. customthe solvents removed in vacuo
  7. customThe residue was triturated with acetone
  8. filtrationthe resulting solid was collected by filtration
  9. customdried in vacuo at ambient temperature

出典と根拠

ORDレコード
ord-7046794e670244428fd5142911acae38
出典データセット
uspto-grants-2000_09
特許番号
US06114334

反応ノート

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