1-Bromo-2-nitrobenzene → HCID 23087428, compound

HRID 1950106Notes

Reaction equation

HRID 1950106 reaction equation
BrC1C=CC=CC=1[N+]([O-])=O.C([N:18]1[CH2:22][CH2:21][CH:20]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=2[N+:29]([O-:31])=[O:30])[CH2:19]1)C1C=CC=CC=1>>[N+:29]([C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][C:23]=1[CH:20]1[CH2:21][CH2:22][NH:18][CH2:19]1)([O-:31])=[O:30]

Participants

3

Reactant 2

HCID 113411-Bromo-2-nitrobenzeneHCID 23087338HCID 23087338, compound

Product 1

HCID 23087428HCID 23087428, compoundYield 27%

Procedure

Synthesized from 1-bromo-2-nitrobenzene according to an analogous synthetic method to Preparation Example 103, 1-benzyl-3-(2-nitrophenyl)pyrrolidine (1.0 g) was used according to an analogous synthetic method to Preparation Example 104 to provide 3-(2-nitrophenyl)pyrrolidine (184 mg). Synthesized from 3-(2-nitrophenyl)pyrrolidine and 3-bromoanisole according to an analogous synthetic method to Example 116 described below, 1-(3-methoxyphenyl)-3-(2-nitrophenyl)pyrrolidine (141 mg) was used according to an analogous synthetic method to Example 22 to provide the title compound (126 mg).

Workup

  1. customwas used according to an analogous synthetic method to Preparation Example 104

Sources & evidence

ORD record
ord-59188378c68c440b905cdd6a7b9508a7
Source dataset
uspto-grants-2013_03
Patent number
US08399520B2

Reaction notes

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