3-Chloroaniline → HCID 67378353, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 3 (505 mg, 1.7 mmol), Cs2CO3 (1.1 g, 3.4 mmol), Pd2(dba)3 (119 mg, 0.13 mmol) and 2-Dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl (XPhos) in a 50 mL round-bottomed flask were subjected to evacuation and purging (3× with Argon). A solution of 3-chloroaniline (0.20 mL, 1.87 mmol) in 1,4-dioxane (0.1 M) was added. The r×n mixture was heated to 100° C. After 12 h, the r×n was added to EtOAc:H2O (1:1; 250 mL) and the organic layer was separated. The aqueous layer was reextracted with EtOAc (2×50 mL). The collected organic layers were washed with brine (50 mL), dried (MgSO4), filtered and concentrated to afford a crude solid. The material was taken through to the next step.

Provenance & Evidence