Phenylboronic Acid → 6-(Phenylethynyl)-[4,4'-bipyridin]-2-amine

HRID 923666Notes

Reaction equation

HRID 923666 reaction equation
F[C:2]1[CH:3]=[C:4](B(O)O)[CH:5]=[N:6][CH:7]=1.FC(F)(F)[C:13]1[N:18]=[CH:17][C:16](B(O)O)=[CH:15][CH:14]=1.CO[C:26]1N=CC(B(O)O)=C[CH:27]=1.F[C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][C:37]=1B(O)O.C1(B(O)O)C=CC=CC=1.[N:54]1C=CC=C(B(O)O)C=1>>[C:36]1([C:26]#[C:27][C:7]2[N:6]=[C:5]([NH2:54])[CH:4]=[C:3]([C:15]3[CH:14]=[CH:13][N:18]=[CH:17][CH:16]=3)[CH:2]=2)[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1

Participants

7

Reactant 6

HCID 66827Phenylboronic AcidHCID 27343542-Fluorophenylboronic acidHCID 2734368(6-Methoxypyridin-3-yl)boronic acidHCID 27343783-Pyridinylboronic acidHCID 251342782-(Trifluoromethyl)pyridine-5-boronic AcidHCID 44717403(5-Fluoropyridin-3-yl)boronic acid

Product 1

HCID 1179110016-(Phenylethynyl)-[4,4'-bipyridin]-2-amine

Procedure

The following compounds are prepared analogously utilizing (5-fluoropyridin-3-yl)boronic acid, [6-(trifluoromethyl)pyridin-3-yl]boronic acid, (6-methoxypyridin-3-yl)boronic acid, (2-fluorophenyl)boronic acid, phenylboronic acid or (pyridin-3-yl)boronic acid, respectively:

Sources & evidence

ORD record
ord-e14002893f0446b9bb5c77d91f346076
Source dataset
uspto-grants-2016_03
Patent number
US09278978B2

Reaction notes

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