Sodium Carbonate → 4-{[7-(2-Methyl-phenyl)-4-methyl-quinolin-2-yl]-amino}-benzonitrile

HRID 1531747Notes

Reaction equation

HRID 1531747 reaction equation
Br[C:2]1[CH:11]=[C:10]2[C:5]([C:6]([CH3:21])=[CH:7][C:8]([NH:12][C:13]3[CH:20]=[CH:19][C:16]([C:17]#[N:18])=[CH:15][CH:14]=3)=[N:9]2)=[CH:4][CH:3]=1.[CH3:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1OB(O)O.C(=O)([O-])[O-].[Na+].[Na+]>C1(C)C=CC=CC=1.O.[Pd].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>[CH3:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1[C:2]1[CH:11]=[C:10]2[C:5]([C:6]([CH3:21])=[CH:7][C:8]([NH:12][C:13]3[CH:20]=[CH:19][C:16]([C:17]#[N:18])=[CH:15][CH:14]=3)=[N:9]2)=[CH:4][CH:3]=1

Participants

6

Reactant 3

HCID 10340Sodium CarbonateHCID 13862916Tolylboric acidHCID 212503714-[(7-Bromo-4-methyl-quinolin-2-yl)-amino]-benzonitrile

Product 1

HCID 212503814-{[7-(2-Methyl-phenyl)-4-methyl-quinolin-2-yl]-amino}-benzonitrile

Reagents, catalysts & solvents 2

HCID 11979704Tetrakis(triphenylphosphine)palladiumCatalystHCID 22272177Toluene waterSolvent

Procedure

Prepared analogously to Example 27e from 4-[(7-bromo-4-methyl-quinolin-2-yl)-amino]-benzonitrile, 2-methylphenylboric acid, tetrakis-(triphenylphosphine)-palladium (0) and sodium carbonate in toluene/water.

Sources & evidence

ORD record
ord-22012316c63b4a83a3ffa8671bdfff37
Source dataset
uspto-grants-2001_03
Patent number
US06200976B1

Reaction notes

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