Sulfanilamide → 4-[(4-Methoxy-2-pyridinyl)amino]benzenesulfonamide
Reaction equation
COc1ccnc(Cl)c1.Nc1ccc(S(N)(=O)=O)cc1>CC(=O)O.CC(=O)O.CC1(C)c2cccc(P(c3ccccc3)c3ccccc3)c2Oc2c(P(c3ccccc3)c3ccccc3)cccc21.CN1CCCC1=O.O=C([O-])[O-].[Cs+].[Cs+].[Pd]>COc1ccnc(Nc2ccc(S(N)(=O)=O)cc2)c1Participants
7
Reactant 2
Product 1
Reagents, catalysts & solvents 4
Conditions
- Temperature
- 150 °C
Procedure
A mixture of 4-aminobenzenesulfonamide (190mg, 1.10 mmol), 2-chloro-4-methoxypyridine (135 mg, 0.94 mmol), diacetoxypalladium (13mg, 0.06 mmol), cesium carbonate (417mg, 1.28 mmol) and (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (50 mg, 0.09 mmol) in NMP (2.0 mL) was heated **in the microwave** for 10 min at 150 °C. LC MS crude mix. FLA-04227-80-01 showed no reaction. Another 30 min at 150°C in the microwave provided FLA-04227-80-02 (crude mix.). No product. **Discard.**
Sources & evidence
- ORD record
- ord-370d0a5fbe29487785ea2b57f66774a2
- Source dataset
- 750 AstraZeneca ELN dataset
- Original link
- View source
Reaction notes
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