C[O:2][C:3]([C:5]1[CH:10]=[C:9]([NH2:11])[C:8]([C:12]#[N:13])=[C:7](OCC)[N:6]=1)=[O:4].[S:17]1[CH:21]=[CH:20][C:19](B(O)O)=[CH:18]1.C([O-])([O-])=O.[Na+].[Na+].Cl>COC.O.C(O)C>[NH2:11][C:9]1[C:8]([C:12]#[N:13])=[C:7]([C:19]2[CH:20]=[CH:21][S:17][CH:18]=2)[N:6]=[C:5]([C:3]([OH:2])=[O:4])[CH:10]=1
A suspension of Example 181D (212 mg, 1.0 mmol), 3-thiopheneboronic acid (134 mg, 1.05 mmol), dichlorobis(triphenylphosphine)-palladium(II) (Ph3P)2PdCl2 (7 mg, 0.01 mmol), and Na2CO3 (212 mg, 2.0 mmol) in dimethyl ether: water: ethanol (7:3:2, 4 mL) was heated at 150° C. for 10 minutes in a microwave reactor. The crude mixture was acidified with 2N HCl (2 mL) and partitioned between ethyl acetate and water. The organic phase was washed with brine, dried over MgSO4, filtered and concentrated. It was triturated with acetonitrile to provide the titled compound (51 mg, 21% yield).
Loading…
