Phenylboronic Acid → 3-(4-Nitrophenyl)-4-phenylpyridine

HRID 1405068Notes

Reaction equation

HRID 1405068 reaction equation
Br[C:2]1[CH:7]=[CH:6][N:5]=[CH:4][C:3]=1[C:8]1[CH:13]=[CH:12][C:11]([N+:14]([O-:16])=[O:15])=[CH:10][CH:9]=1.[C:17]1(B(O)O)[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.CC1C=CN=CC=1C1C=CC=C2C=1C=NN2>>[N+:14]([C:11]1[CH:12]=[CH:13][C:8]([C:3]2[CH:4]=[N:5][CH:6]=[CH:7][C:2]=2[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[CH:9][CH:10]=1)([O-:16])=[O:15]

Participants

4

Reactant 3

HCID 66827Phenylboronic AcidHCID 232466804-Bromo-3-(4-nitrophenyl)pyridineHCID 667156544-(4-methylpyridin-3-yl)-1H-indazole

Product 1

HCID 232466833-(4-Nitrophenyl)-4-phenylpyridine

Procedure

Intermediate 13B was prepared from Intermediate 13A and phenylboronic acid by the procedure described for the preparation of Intermediate 1C. The crude material was purified by silica gel chromatography (12 g ISCO column, eluting with 0 to 40% EtOAc in CH2Cl2) to yield Intermediate 13B. MS (ES): m/z=277.0 [M+H]+.

Workup

  1. customThe crude material was purified by silica gel chromatography (12 g ISCO column, eluting with 0 to 40% EtOAc in CH2Cl2)

Sources & evidence

ORD record
ord-2c5d95257dee404bbde5a466afba5ff7
Source dataset
uspto-grants-2014_12
Patent number
US08916553B2

Reaction notes

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