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

HRID 1804179노트

반응식

HRID 1804179 반응식
[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]

참가 물질

6

반응물 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

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-746be08133ea47d7ba390b4866ca8402
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08354401B2

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