4-Hydroxybenzaldehyde → HCID 86760174、化合物

HRID 1792748ノート

反応式

HRID 1792748 の反応式
[OH:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1.[Cl:10][C:11]1[N:16]=[N:15][C:14]([N:17]2[CH2:22][CH2:21][CH:20](CCO)[CH2:19][CH2:18]2)=[CH:13][CH:12]=1.[CH2:26](O)[CH3:27]>O>[Cl:10][C:11]1[N:16]=[N:15][C:14]([N:17]2[CH2:18][CH2:19][CH2:20][CH2:21][CH:22]2[CH2:26][CH2:27][O:1][C:2]2[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=2)=[CH:13][CH:12]=1

参加物

5

反応物 3

HCID 1264-HydroxybenzaldehydeHCID 702EthanolHCID 149892211-(6-Chloro-3-pyridazinyl)-4-piperidineethanol

生成物 1

HCID 86760174HCID 86760174、化合物

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

4- {2-[1-(6-Chloro-3-pyridazinyl)piperidinyl]ethoxy}benzaldehyde (Intermediate IIa) was prepared from 4-hydroxybenzaldehyde and 2-[1-(6-Chloro-3-pyridazinyl)-4-piperidinyl]ethanol using a Mitsunobu Reaction and following the general methods described in U.S. Pat. No. 4,992,433. The aldehyde (60 mg, 0.17 mmol) was dissolved in ethanol (5 ml) with stirring at room temperature and a solution of ethoxyanine in water (0.5 ml, 50% EtONH2) was added. The reaction was stirred at room temperature for 2 days and then concentrated on a rotary evaporator and the residue was purified by chromatography (silica gel 18g) using chloroform as eluent. The first compound to elute was the O-ethyloxime (1) which was obtained as a pale cream solid (30mg, 44%).

後処理

  1. customa Mitsunobu Reaction
  2. stirringThe reaction was stirred at room temperature for 2 days
  3. concentrationconcentrated on a rotary evaporator
  4. customthe residue was purified by chromatography (silica gel 18g)
  5. washThe first compound to elute

出典と根拠

ORDレコード
ord-787609c5fc094e55af8b9d71496b9fb7
出典データセット
uspto-grants-2006_07
特許番号
US07078403B1

反応ノート

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