Potassium Carbonate → 2-Amino-4-(3-fluoro-phenyl)-6-methylsulfanyl-pyrimidine-5-carbonitrile

HRID 1356050Notes

Reaction equation

HRID 1356050 reaction equation
[NH2:1][C:2]1[N:7]=[C:6](Cl)[C:5]([C:9]#[N:10])=[C:4]([S:11][CH3:12])[N:3]=1.[F:13][C:14]1[CH:15]=[C:16](B(O)O)[CH:17]=[CH:18][CH:19]=1.C(=O)([O-])[O-].[K+].[K+]>C1(C)C=CC=CC=1.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.[Pd]>[NH2:1][C:2]1[N:7]=[C:6]([C:18]2[CH:17]=[CH:16][CH:15]=[C:14]([F:13])[CH:19]=2)[C:5]([C:9]#[N:10])=[C:4]([S:11][CH3:12])[N:3]=1

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 27339863-Fluorophenylboronic acidHCID 185072602-Amino-4-chloro-6-methylsulfanyl-pyrimidine-5-carbonitrile

Product 1

HCID 185076792-Amino-4-(3-fluoro-phenyl)-6-methylsulfanyl-pyrimidine-5-carbonitrile

Reagents, catalysts & solvents 2

HCID 11979704Tetrakis(triphenylphosphine)palladiumCatalystHCID 1140TolueneSolvent

Procedure

From 2-amino-4-chloro-6-methylsulfanyl-pyrimidine-5-carbonitrile, m-fluorobenzeneboronic acid, tetrakis(triphenylphosphine)palladium(O) and potassium carbonate in toluene. EI-MS m/e (%): 260 (M+, 40), 259 ([M—H]+, 100).

Sources & evidence

ORD record
ord-d2230b2a704e403d8e597ab060ee818d
Source dataset
uspto-grants-2003_07
Patent number
US06586441B2

Reaction notes

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