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

HRID 869076Notes

Reaction equation

HRID 869076 reaction equation
[Cl:1][C:2]1[C:3]([OH:11])=[N:4][CH:5]=[C:6]([N+:8]([O-:10])=[O:9])[CH:7]=1.[CH3:12][O:13][C:14]1[CH:21]=[CH:20][C:17]([CH2:18]Br)=[CH:16][CH:15]=1>>[Cl:1][C:2]1[C:3](=[O:11])[N:4]([CH2:18][C:17]2[CH:20]=[CH:21][C:14]([O:13][CH3:12])=[CH:15][CH:16]=2)[CH:5]=[C:6]([N+:8]([O-:10])=[O:9])[CH:7]=1

Participants

3

Reactant 2

HCID 1650214-Methoxybenzyl bromideHCID 178526838HCID 178526838, compound

Product 1

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

Procedure

The title compound was prepared in analogy to the procedure described for step W2 but using 3-chloro-2-hydroxy-5-nitropyridine and 4-methoxybenzyl bromide. The reaction was quenched with a saturated aqueous solution of sodium bicarbonate. The residue was purified by trituration in EtOAc. tR: 0.98 min (LC-MS 4); ESI-MS: 295.2 [M+H]+ (LC-MS 4).

Workup

  1. customThe reaction was quenched with a saturated aqueous solution of sodium bicarbonate
  2. customThe residue was purified by trituration in EtOAc

Sources & evidence

ORD record
ord-412f86190428432b81e7fed2a2c315a7
Source dataset
uspto-grants-2015_03
Patent number
US08969341B2

Reaction notes

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