Potassium Carbonate → 3-chloro-1-(4-methoxy-benzyl)-5-nitro-1H-pyridin-2-one

HRID 2204319노트

반응식

HRID 2204319 반응식
[CH3:1][O:2][C:3]1[CH:10]=[CH:9][C:6]([CH2:7]Br)=[CH:5][CH:4]=1.[Cl:11][C:12]1[C:13]([OH:21])=[N:14][CH:15]=[C:16]([N+:18]([O-:20])=[O:19])[CH:17]=1.C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[Cl:11][C:12]1[C:13](=[O:21])[N:14]([CH2:7][C:6]2[CH:9]=[CH:10][C:3]([O:2][CH3:1])=[CH:4][CH:5]=2)[CH:15]=[C:16]([N+:18]([O-:20])=[O:19])[CH:17]=1

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 1650214-Methoxybenzyl bromideHCID 178526838HCID 178526838, 화합물

생성물 1

HCID 867031253-chloro-1-(4-methoxy-benzyl)-5-nitro-1H-pyridin-2-one

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

4-Methoxybenzyl bromide (5.0 mL, 34.4 mmol) was added to a cold (0° C.) mixture 3-chloro-2-hydroxy-5-nitropyridine (5 g, 28.6 mmol) and K2CO3 (7.9 g, 57.3 mmol) in DMF (25 mL). The reaction mixture was allowed to warm to rt, stirred for 2 h, quenched by addition of a saturated aqueous NaHCO3 solution, and extracted with EtOAc. The organic layer was washed with brine, dried (Na2SO4), filtered, and concentrated. The residue was purified by trituration in EtOAc. ESI-MS: tR=0.98 min (LC-MS 1).

후처리

  1. customquenched by addition of a saturated aqueous NaHCO3 solution
  2. extractionextracted with EtOAc
  3. washThe organic layer was washed with brine
  4. dry with materialdried (Na2SO4)
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe residue was purified by trituration in EtOAc

출처 및 근거

ORD 기록
ord-0baa4a68434e45ea999e3fed9c1e15f9
출처 데이터셋
uspto-grants-2016_06
특허 번호
US09365576B2

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