3-Pyridinemethanamine → (-)-Anatabine

HRID 884325Notes

Reaction equation

[NH2:1][CH2:2][C:3]1[CH:4]=[N:5][CH:6]=[CH:7][CH:8]=1.[C:9](=N)([C:16]1C=CC=CC=1)[C:10]1C=CC=C[CH:11]=1>>[CH2:16]1[C@@H:2]([C:3]2[CH:8]=[CH:7][CH:6]=[N:5][CH:4]=2)[NH:1][CH2:11][CH:10]=[CH:9]1

Participants

Reactant 2

HCID 310183-Pyridinemethanamine

HCID 136809Benzophenone imine

Product 1

HCID 11388(-)-Anatabine

Procedure

Anatabine was prepared synthetically using 3-aminomethylpyridine and benzophenoneimine as starting materials, according to the procedures described below.

Sources & evidence

ORD record: ord-59078abb98494870b0eb38d4bde0e416
Source dataset: uspto-grants-2012_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08241680B2

Reaction notes

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