Benzylamine → N-Benzyl-4-chloropyridin-2-amine
Reaction equation
Clc1ccnc(Cl)c1.NCc1ccccc1>C1CCCC1.CC(=O)O.CC(=O)O.CC(C)(C)[O-].CC(C1CCCC1P(C1CCCCC1)C1CCCCC1)P(C(C)(C)C)C(C)(C)C.COCCOC.[Fe].[Na+].[Pd]>Clc1ccnc(NCc2ccccc2)c1Participants
7
Reactant 2
Product 1
Reagents, catalysts & solvents 4
HCID 23676156Sodium t-butoxideReagent
HCID 4144353Palladium (II) acetateCatalyst
HCID 144543273(R)-(-)-1-[(S)-2-(Dicyclohexylphosphino)ferrocenyl]ethyldi-t-butylphosphine;Ferrocene, 1-[(1R)-1-[bis(1,1-dimethylethyl)phosphino]ethyl]-2-(dicyclohexylphosphino)-, (2R)-Catalyst
HCID 80711,2-DimethoxyethaneSolventConditions
- Temperature
- 80 °C
Procedure
palladium(II) acetate (0.018 g, 0.08 mmol), (R)-(-)-1-[(S)-2-(DICYCLOHEXYLPHOSPHINO)FERROCENYL]ETHYLDI-T-BUTYLPHOSPHINE (0.066 g, 0.12 mmol), sodium tert-butoxide (0.194 g, 2.02 mmol), phenylmethanamine (0.110 mL, 1.01 mmol) and 2,4-dichloropyridine (0.151 mL, 1.01 mmol) were suspended in DME (4 mL) and sealed into a microwave tube. The reaction was heated to 80 °C for 30 minutes in the microwave reactor and cooled to RT.
Sources & evidence
- ORD record
- ord-db5f6efbde1f4ab4bc3688dd8d2a4d0e
- Source dataset
- 750 AstraZeneca ELN dataset
- Original link
- View source
Reaction notes
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