3-Fluoropyridine-4-boronic acid → (3'-Fluoro-[4,4]bipyridinyl-3-yl)-methyl-amine

Reaction equation

C[N:2]([C:19]1[CH:20]=[N:21][CH:22]=[CH:23][C:24]=1N1CCCCC1C)[C:3](=O)C1C=C(C(F)(F)F)C=C(C(F)(F)F)C=1.[F:32][C:33]1[CH:34]=[N:35][CH:36]=[CH:37][C:38]=1B(O)O>>[F:32][C:33]1[CH:34]=[N:35][CH:36]=[CH:37][C:38]=1[C:24]1[CH:23]=[CH:22][N:21]=[CH:20][C:19]=1[NH:2][CH3:3]

Participants

Reactant 2

HCID 27793533-Fluoropyridine-4-boronic acid

HCID 86670691N-Methyl-N-(2-methyl-3,4,5,6-tetrahydro-2H-[1,4']bipyridinyl-3'-yl)-3,5-bis-trifluoromethyl-benzamide2×

Product 1

HCID 70663376(3'-Fluoro-[4,4]bipyridinyl-3-yl)-methyl-amine

Procedure

The title compound was prepared in analogy to example 69, intermediate, from (4-bromo-pyridin-3-yl)-methyl-amine (example 25, intermediate b) and 3-fluoropyridine-4-boronic acid (CAS RN 458532-97-3). Brown solid (92%). MS (ESI): m/z=204.2 [M+H]+.

Sources & evidence

ORD record: ord-68cdb44f69aa4f13aa67e5b719ea6945
Source dataset: uspto-grants-2015_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08987307B2

Reaction notes

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