Benzylamine → N-benzyl-4-methylthiazol-2-amine

HRID 619Notes

Reaction equation

HRID 619 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)n1

Participants

7

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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