4-Cinnolinecarboxylic acid

Cinnoline-4-carboxylic Acid (1) Jacobs et al., a solid, m.p.: 196 C. (with decomposition). The diisopropylamine and dicyclohexylamine salts of 1 were prepared by mixing, in each case, an excess of the amine with 1, then distilling the excess amine.10764] To a stirred solution of N1-cyclopropyl-5-fluo- robenzene-1, 2-diamine mt-i (500 mg, 3.01 mmol) in DMF (5 mE) under an inert atmosphere was added cinnoline-4- carboxylic acid (524 mg, 3.01 mmol), HATU (1.71 g, 4.51 mmol) and diisopropylethylamine (1 mE, 6.02 mmol) at 00 C. The reaction mixture was stirred at room temperature for 16 h. Afier consumption of starting material (by TEC), the reaction mixture was diluted with water (20 mE) and extracted with EtOAc (2x20 mE). The combined organic extracts were washed with water (20 mE), dried over anhydrous Na2SO4 and concentrated under reduced pressure to obtain N-(2-(cyclopropylamino)-4-fluorophenyl) cinnoline4-carboxamide (500 mg, crude) as brown solid used in the next step without further purification.10765] EC-MS: m/z 322.9 [M+H] at 2.71 RT (38.30% purity).

Molecular Weight:174.16
XLogP3:1.2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:1
Exact Mass:174.042927438
Monoisotopic Mass:174.042927438
Topological Polar Surface Area:63.1
Heavy Atom Count:13
Complexity:208
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes