4-Bromoanisole → Methyl 2-(4-methoxyanilino)-2-methylpropanoate
Reaction equation
COC(=O)C(C)(C)N.COc1ccc(Br)cc1>CC(=O)O.CC(=O)O.CCC(C)(C)[O-].CCCCP(C12CC3CC(CC(C3)C1)C2)C12CC3CC(CC(C3)C1)C2.FC(F)(F)c1ccccc1.[Na+].[Pd]>COC(=O)C(C)(C)Nc1ccc(OC)cc1Participants
7
Conditions
- Temperature
- 180 °C
Procedure
1-bromo-4-methoxybenzene (0.060 mL, 0.47 mmol), methyl 2-amino-2-methylpropanoate (0.05 g, 0.43 mmol), sodium 2-methylbutan-2-olate (0.052 g, 0.47 mmol), diacetoxypalladium (2.68 mg, 0.01 mmol) and methyl 2-(4-methoxyphenylamino)-2-methylpropanoate (0.00 µg) was added to a microwave vial. (TRIFLUOROMETHYL)-BENZENE (0.5 mL) was used as solvent (1-1.2 mL/mmol amine). The mixture was heated in microwave at 180° for 60min. No conversion of startingmaterial was observed.
Sources & evidence
- ORD record
- ord-6a2eab081b6a474896fa34b3a81f3801
- Source dataset
- 750 AstraZeneca ELN dataset
- Original link
- View source
Reaction notes
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