3-Nitrophenylboronic Acid → HCID 53657704, compound

HRID 1069074Notes

Reaction equation

HRID 1069074 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[CH:7]=[C:8](Br)[CH:9]=[N:10][CH:11]=1)=[O:5])[CH3:2].[N+:13]([C:16]1[CH:17]=[C:18](B(O)O)[CH:19]=[CH:20][CH:21]=1)([O-:15])=[O:14]>C1(C)C=CC=CC=1.C1(P([Pd-4](P(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(P(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)P(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>[CH2:1]([O:3][C:4]([C:6]1[CH:7]=[C:8]([C:20]2[CH:19]=[CH:18][CH:17]=[C:16]([N+:13]([O-:15])=[O:14])[CH:21]=2)[CH:9]=[N:10][CH:11]=1)=[O:5])[CH3:2]

Participants

5

Reactant 2

HCID 16773-Nitrophenylboronic AcidHCID 140785Ethyl 5-bromopyridine-3-carboxylate

Product 1

HCID 53657704HCID 53657704, compound

Reagents, catalysts & solvents 2

HCID 178420553HCID 178420553, compoundCatalystHCID 1140TolueneSolvent

Procedure

n.m.r. δ values include 1.5 (t, 3 H), 4.5 (q, 2 H), 7.75 (t, 1 H), 8.0 (d, 1 H), 8.3 (d, 1 H), 8.6-8.5 (m, 2 H), 9.0 (s, 1 H), 9.3 (s, 1 H); from 3-bromo-5-pyridine carboxylic acid ethyl ester (985 mg) in toluene (15 mL), tetrakis(triphenylphosphino)palladium(0) (161 mg) and 3-nitrophenylboronic acid (860 mg).

Sources & evidence

ORD record
ord-8fbcb33a8b964ac2903d328b687e9c23
Source dataset
uspto-grants-2001_06
Patent number
US06251925B1

Reaction notes

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