2-Amino-3-cyano-4,5-dimethylpyrrole

A mixture of 89 acetic anhydride (16.9g, 165mmol), 90 acetic acid (2.26g, 37.6mmol), 91 triethylamine (19g, 188mmol) and 92 4-(dimethylamino)-pyridine (0.1g, 0.75mmol) were charged into a reaction flask and heated to 50°C. Racemic d, l 93 alanine (6.79g, 76.2mmol)was added in small portions over 4h with stirring maintaining reaction temperature at 45–55°C. After completion of d, l alanine addition, the red coloured mixture was continuously stirred for an additional 8h at 50°C. (0045) Acetic anhydride, acetic acid and triethylamine, were distilled off by vacuum distillation (15–20mbar), gradually increasing the path temperature to a maximum of 100°C. The residue of the produced acylamino ketone intermediate (24 6) was cooled to room temperature and 94 water was added (40mL). 25 Malonodinitrile (4.71g, 71.3mmol) was then added, and the reaction mixture was slowly poured into 30percent aqueous sodium hydroxide solution (25mL), keeping the reaction temperature below 60°C. The resulting mixture was cooled to 0°C, filtered, washed with water (45mL), and dried under vacuo to yield 6.65g of the pyrrole derivative (7) as beige solid in 66percent yield; m.p. 163–165°C (as reported) [24].A mixture of Ac2O (16.9 g, 165 mmol), AcOH (2.26 g, 37.6 mmol), Et3N (19.0 g, 188 mmol), and 4-dimethylaminopyridine (0.10 g, 0.75 mmol) was heated to 50°C. L-Alanyl acid (6.79 g, 76.2 mmol) was added in small portions over 4 h, and the resulting red reaction mixture was stirred for 8 h at 50°C; then the residual Ac

Molecular Weight:135.17
XLogP3:1.4
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Exact Mass:135.079647300
Monoisotopic Mass:135.079647300
Topological Polar Surface Area:65.6
Heavy Atom Count:10
Complexity:169
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes