6-Chloropyridine-2-boronic acid → (6-Chloro-[2,4]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.[Cl:32][C:33]1[N:38]=[C:37](B(O)O)[CH:36]=[CH:35][CH:34]=1>>[Cl:32][C:33]1[N:38]=[C:37]([C:24]2[CH:23]=[CH:22][N:21]=[CH:20][C:19]=2[NH:2][CH3:3])[CH:36]=[CH:35][CH:34]=1

Participants

Reactant 2

HCID 228320876-Chloropyridine-2-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 86670716(6-Chloro-[2,4]bipyridinyl-3'-yl)-methyl-amine

Procedure

The title compound was prepared in analogy to example 68, intermediate, from (4-bromo-pyridin-3-yl)-methyl-amine (example 25, intermediate b) and 6-chloropyridine-2-boronic acid (CAS RN 652148-90-8). Brown sticky solid (90%). MS (ESI): m/z=220.0 [M+H]+.

Sources & evidence

ORD record: ord-1fd3010b0e064f808f25931aa7af71d4
Source dataset: uspto-grants-2015_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08987307B2

Reaction notes

Loading…