N-(5-bromopyridin-3-yl)benzenesulfonamide → N-{5-[4-Amino-1-(phenylsulfonyl)-1H-indazol-6-yl]-3-pyridinyl}benzenesulfonamide
Reaction equation
Br[C:2]1[CH:3]=[C:4]([NH:8][S:9]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)(=[O:11])=[O:10])[CH:5]=[N:6][CH:7]=1.[C:18]1([S:24]([N:27]2[C:35]3[CH:34]=[C:33]([Sn](C)(C)C)[CH:32]=[C:31]([NH2:40])[C:30]=3[CH:29]=[N:28]2)(=[O:26])=[O:25])[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>CN(C=O)C.Cl[Pd]C1C=CC=CC=1C1C=CC=CC=1N(C)C.[C@H]12C[C@H](CC1)CC2PC1C[C@H]2C[C@@H]1CC2>[NH2:40][C:31]1[CH:32]=[C:33]([C:2]2[CH:3]=[C:4]([NH:8][S:9]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)(=[O:11])=[O:10])[CH:5]=[N:6][CH:7]=2)[CH:34]=[C:35]2[C:30]=1[CH:29]=[N:28][N:27]2[S:24]([C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1)(=[O:26])=[O:25]Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 120 °C
Procedure
In a separate microwave vial, 1-(phenylsulfonyl)-6-(trimethylstannanyl)-1H-indazol-4-amine (50 mg), N-(5-bromo-3-pyridinyl)benzenesulfonamide (39.5 mg) and chloro[2′-(dimethylamino)-2-biphenylyl]palladium-(1R,4S)-bicyclo[2.2.1]hept-2-yl[(1S,4R)-bicyclo[2.2.1]hept-2-yl]phosphane (1:1) (6.4 mg) were dissolved in DMF (1 ml) and the reaction was heated under microwave irradiation for 15 min at 120° C.
Sources & evidence
- ORD record
- ord-716912c306ff401d9bbad93d126d105c
- Source dataset
- uspto-grants-2012_04
- Patent number
- US08163743B2
Reaction notes
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