Benzylamine → N-benzyl-4-methylthiazol-2-amine
Reaction equation
Cc1csc(Cl)n1.NCc1ccccc1>C1CCCC1.CC(=O)N(C)C.CC(=O)O.CC(=O)O.CC(C)(C)[O-].CC(C1CCCC1P(C1CCCCC1)C1CCCCC1)P(C(C)(C)C)C(C)(C)C.[Fe].[Na+].[Pd]>Cc1csc(NCc2ccccc2)n1Participants
7
Reactant 2
Product 1
Reagents, catalysts & solvents 4
Conditions
- Temperature
- 100 °C
Procedure
phenylmethanamine (100 mg, 0.93 mmol), 2-chloro-4-methylthiazole (125 mg, 0.93 mmol) and sodium 2-methylpropan-2-olate (179 mg, 1.87 mmol) were suspended in DMA (2 mL) and sealed into a microwave tube. Nitrogen was bubbled through the reaction mixture for 5 minutes. (R)-(-)-1-[(S)-2-(DICYCLOHEXYLPHOSPHINO)FERROCENYL]ETHYLDI-T-BUTYLPHOSPHINE (62.1 mg, 0.11 mmol) and diacetoxypalladium (16.76 mg, 0.07 mmol) were added to the reaction mixture and nitrogen was bubbled through the reaction mixture for a further 5 minutes. The reaction was heated thermally to 100 °C for 30 mins under nitrogen and cooled to RT. No reaction. abandoned.
Sources & evidence
- ORD record
- ord-f61e41a27de94fdca6031e20c1049254
- Source dataset
- 750 AstraZeneca ELN dataset
- Original link
- View source
Reaction notes
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