3-Pyridinecarboxaldehyde → N-2-Pyridylaniline

HRID 237175

Reaction equation

[NH:1]([CH2:8][C:9]1C=[N:11][CH:12]=[CH:13][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(NC1C=CC=CC=1)C1C=CC=CC=1.C(=O)C1C=CC=NC=1>>[NH:1]([C:8]1[CH:9]=[CH:14][CH:13]=[CH:12][N:11]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

Reactant 3

HCID 103713-Pyridinecarboxaldehyde

HCID 66028Benzylaniline

HCID 1082702N-(pyridin-3-ylmethyl)aniline

Product 1

HCID 81130N-2-Pyridylaniline

Procedure

The synthesis of 3-anilinomethylpyridine precursors should proceed similar to the synthesis of N-benzylaniline described in Example 7 except with nicotin-aldehyde as the reagent:

Sources & evidence

ORD record: ord-d462e560295c43619fd1051cdff138e4
Source dataset: uspto-grants-2014_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08642014B2

Linked notes

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