Diisopropylethylamine → HCID 67042162, compound

Participants

Reaction Steps

tert-butyl 3-[(2-chloro-5-nitro-pyrimidin-4-yl)-cyclopentyl-amino]-2,2-dimethyl-propanoate (1.5 g, 3.760 mmol), methyl 4-amino-3-methoxy-benzoate (817.5 mg, 4.512 mmol) and DIPEA (728.9 mg, 982.3 μL, 5.640 mmol) in 4-methylpentan-2-ol were treated under microwave at 140 C for 2 hours. The mixture was concentrated and purification by flash chromatography, eluting with 5% ethylacetate/petether to remove impurities followed by 10% ethylacetate/pet ether to elute product, gave methyl 4-(4-((3-tert-butoxy-2,2-dimethyl-3-oxopropyl) (cyclopentyl)amino)-5-nitropyridin-2-ylamino)-3-methoxybenzoate as a yellow oil (1.25 g, 61%). NMR CDCl3 1.18 (6H, s), 1.46 (9H, s), 1.52-1.58 (2H, m), 1.63-1.70 (2H, m), 1.72-1.80 (2H, m), 1.92-1.98 (2H, m), 3.62-3.68 (1H, m), 3.85-4.0 (8H, m), 7.55 (1H, s), 7.72-7.75 (1H, m), 8.12 (1H, brs), 8.5 (1H, d), 8.97 (1H, s); MS (ES+) 544.1 (ES−) 542.1

Provenance & Evidence