3-AMINO-BENZOFURAN-2-CARBOXYLIC ACID METHYL ESTER

Compound 2 (2.62 g, 13.9 mmol, 1.00 eq.) was dissolvedin dried diethyl ether and poured into a flask in which an argon atmosphere was maintained. Then, potassium t-butoxide (0.78 g, 6.9 mmol, 0.50 eq.) was carefully added and the mixture stirred atroom temperature. After 25 min, several drops of water were added and the solvent evaporated.The remainder was mixed with water (30 mL) and the mixture extracted three times with 30 mL ofdiethyl ether. After drying by sodium sulfate, filtration, and the evaporation of ether, light yellowcrystals were obtained with a yield of 65percent; mp 94 °C. 1H-NMR: δ = 7.55 (d, J = 7.9, 1H, H4), 7.48–7.41(m, 2H, H7 and H6), 7.19–7.30 (m, 1H, H5), 5.00 (bs, 2H, NH2), 3.96 (s, 3H, COOCH3). 13C-NMR: δ = 162.1 (COOCH3), 154.3 (C7a), 138.9 (C3), 129.1 (C4), 125.6 (C3a), 122.5 (C5), 121.8 (C2), 119.8(C6), 112.8 (C7), 51.7 (COOCH3). MS (EI, 70 eV) Found: 191 (calculated for C10H9NO3: 191.19);m/z (percent) = 191 (M+, 100), 159 (50), 133 (25), 103 (90), 83 (20), 77 (50), 51 (25).Methyl 3-aminobenzo[b]furan-2-carboxylate. Example 72: 3-Hvdroxy-lH-benzo[4, 51furo[3, 2-dlpyrimidine-2, 4-dioneStep a.) 3-Amino-benzofuran-2-carboxylic acid methyl ester ort/zoe-Cyanophenol (5.0 g, 41.3 mmol) was placed in a round bottom flask followed by acetone (200 ml) and K2CO3 (6.8 g, 49 mmol). Next, methyl bromoacetate (3.91 ml, 41.3 mmol) was added dropwise at 2°C and the reaction was heated to reflux. After 4 hours, the reaction was filtered and the acetone was evaporated providing the title compound (7.32 g, 93 percent) as a white solid.Preparation Preparation of 3-amino-benzofuran-2-carboxylic acid methyl ester0.22 g (1.18 mmol) of σ-fluorobenzonitrile was dissolved in 5 ml of N

Molecular Weight:191.18
XLogP3:2.4
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:2
Exact Mass:191.058243149
Monoisotopic Mass:191.058243149
Topological Polar Surface Area:65.5
Heavy Atom Count:14
Complexity:231
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes