5-Bromo-2-nitropyridine → HCID 59191356, compound

HRID 626007Notes

Reaction equation

HRID 626007 reaction equation
Br[C:2]1[CH:3]=[CH:4][C:5]([N+:8]([O-:10])=[O:9])=[N:6][CH:7]=1.BrC1C=CC([O:18][C:19]2[CH:24]=[CH:23][C:22]([CH2:25][CH2:26][CH3:27])=[CH:21][C:20]=2[O:28][CH3:29])=NC=1>>[CH3:29][O:28][C:20]1[CH:21]=[C:22]([CH2:25][CH2:26][CH3:27])[CH:23]=[CH:24][C:19]=1[O:18][C:2]1[CH:3]=[CH:4][C:5]([N+:8]([O-:10])=[O:9])=[N:6][CH:7]=1

Participants

3

Reactant 2

HCID 8176205-Bromo-2-nitropyridineHCID 59191405HCID 59191405, compound

Product 1

HCID 59191356HCID 59191356, compoundYield 103.3%

Procedure

According to the procedure of example 20(a), except substituting 1-fluoro-4-nitro-2-(trifluoromethyl)benzene for 5-bromo-2-nitropyridine (406 mg, 2 mmol), the title compound (220 mg; 38%) was prepared as a white solid, after chromatography on silica gel (gradient cyclohexane/dichloromethane), along with 5-bromo-2-(2-methoxy-4-propylphenoxy)pyridine (238 mg; 37%).

Sources & evidence

ORD record
ord-4b0decd2d8864ee484c2daf7b41b5814
Source dataset
uspto-grants-2016_04
Patent number
US09309179B2

Reaction notes

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