Chloroform → (R)-4-isopropyl-3-[4-(4-p-tolyloxypiperidine-1-carbonyl)phenyl]oxazolidin-2-one

HRID 1804179ノート

反応式

HRID 1804179 の反応式
[CH:1]([C@@H:4]1[CH2:8][O:7][C:6](=[O:9])[N:5]1[C:10]1[CH:18]=[CH:17][C:13]([C:14]([OH:16])=O)=[CH:12][CH:11]=1)([CH3:3])[CH3:2].[C:19]1([CH3:32])[CH:24]=[CH:23][C:22]([O:25][CH:26]2[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]2)=[CH:21][CH:20]=1.O.[Cl-].COC1N=C(OC)N=C([N+]2(C)CCOCC2)N=1.C(Cl)(Cl)Cl>CO>[CH:1]([C@@H:4]1[CH2:8][O:7][C:6](=[O:9])[N:5]1[C:10]1[CH:11]=[CH:12][C:13]([C:14]([N:29]2[CH2:30][CH2:31][CH:26]([O:25][C:22]3[CH:23]=[CH:24][C:19]([CH3:32])=[CH:20][CH:21]=3)[CH2:27][CH2:28]2)=[O:16])=[CH:17][CH:18]=1)([CH3:2])[CH3:3]

参加物

6

反応物 4

HCID 6212ChloroformHCID 38374974-(4-Methylphenoxy)piperidineHCID 231494114-(4,6-Dimethoxy[1.3.5]triazin-2-yl)-4-methylmorpholinium chloride hydrateHCID 58484694(R)-4-(4-isopropyl-2-oxooxazolidin-3-yl)benzoic acid

生成物 1

HCID 67380846(R)-4-isopropyl-3-[4-(4-p-tolyloxypiperidine-1-carbonyl)phenyl]oxazolidin-2-one収率 23.2%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a mixture of (R)-4-(4-isopropyl-2-oxooxazolidin-3-yl)benzoic acid (499 mg) described in Preparation Example 18, 4-(p-tolyloxy)piperidine (383 mg) and 4-(4,6-dimethoxy[1.3.5]triazin-2-yl)-4-methylmorpholinium chloride hydrate (DMT-MM) (829 mg) were added chloroform (3 mL) and methanol (3 mL), and the mixture was stirred at room temperature overnight. After evaporation of the solvent, the residue was purified by column chromatography (hexane:ethyl acetate) to give the title compound (196 mg).

後処理

  1. customAfter evaporation of the solvent
  2. customthe residue was purified by column chromatography (hexane:ethyl acetate)

出典と根拠

ORDレコード
ord-746be08133ea47d7ba390b4866ca8402
出典データセット
uspto-grants-2013_01
特許番号
US08354401B2

反応ノート

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