Boronic Acid → 3-Fluoro-6-(3-thienyl)-2-pyridinecarboxaldehyde

HRID 1397032Notes

Reaction equation

HRID 1397032 reaction equation
B(O)O.Br[C:5]1[N:10]=[C:9]([CH:11]=[O:12])[C:8]([F:13])=[CH:7][CH:6]=1.[S:14]1[CH:18]=[CH:17][C:16](B(O)O)=[CH:15]1>>[F:13][C:8]1[C:9]([CH:11]=[O:12])=[N:10][C:5]([C:16]2[CH:17]=[CH:18][S:14][CH:15]=2)=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 61668Boronic AcidHCID 581760Thiophene-3-boronic acidHCID 164142386-Bromo-3-fluoropyridine-2-carbaldehyde

Product 1

HCID 866728533-Fluoro-6-(3-thienyl)-2-pyridinecarboxaldehyde

Procedure

3-fluoro-6-(thiophen-3-yl)picolinaldehyde was prepared using the general boronic acid coupling procedure for 6-bromo-3-fluoropicolinaldehyde and thiophen-3-ylboronic acid (80.5 mg, 101.5 mg theoretical, 79.3%). LC-MS m/z 208.2 (M+1).

Sources & evidence

ORD record
ord-7935a1b4cf954cc2bd0e2a378124b41f
Source dataset
uspto-grants-2014_12
Patent number
US08901145B2

Reaction notes

Loading…