Pyrrolidine → Methyl 4-(1-Pyrrolidinylmethyl)-3-nitrobenzoate

HRID 1387113Notes

Reaction equation

Br[CH2:2][C:3]1[CH:12]=[CH:11][C:6]([C:7]([O:9][CH3:10])=[O:8])=[CH:5][C:4]=1[N+:13]([O-:15])=[O:14].[NH:16]1[CH2:20][CH2:19][CH2:18][CH2:17]1>>[N:16]1([CH2:2][C:3]2[CH:12]=[CH:11][C:6]([C:7]([O:9][CH3:10])=[O:8])=[CH:5][C:4]=2[N+:13]([O-:15])=[O:14])[CH2:20][CH2:19][CH2:18][CH2:17]1

Participants

Reactant 2

HCID 31268Pyrrolidine

HCID 13399987Methyl 4-(bromomethyl)-3-nitrobenzoate

Product 1

HCID 21182667Methyl 4-(1-Pyrrolidinylmethyl)-3-nitrobenzoateYield 23%

Procedure

The title compound was prepared in 23% yield by essentially following the procedures outlined in Example 34, Part A, from methyl 4-bromomethyl-3-nitrobenzoate (Part A, above) and pyrrolidine.

Sources & evidence

ORD record: ord-a8ab5f48555444848d83a27edb55fc2d
Source dataset: uspto-grants-2001_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06265575B1

Reaction notes

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