2-Amino-4-bromobenzoic acid

slight yellow to white powder

2) 7-(3-Amino-propyl)-3H-quinazolin-4-one14A. 2-Amino-4-bromo-benzoic acid; 4-Bromo-2-nitro-benzoic acid (0.5g, 2.03 mmol) (Matrix, 009241) was dissolved in a 1 : 1 mixture of ethanol/ tetrahydrofuran (22 ml). This solution was added to 5percent platinum on carbon (0.2g, 50percent water content) under an atmosphere of nitrogen. The reaction was shaken under an atmosphere of hydrogen for 2.5 hours. A further batch of platinum on carbon was added (0.2g) and the mixture was shaken for 64 hours under an atmosphere of hydrogen. The reaction mixture was filtered, washing through with a 1 : 1 mixture of ethanol/ tetrahydrofuran. The solvent was removed under reduced pressure and the residue was purified by flash silica chromatography, eluting with methanol/ dichloromethane (2:98) to yield the title compound as a yellow solid (0.253g, 58percent). LC/MS: (PS-Al) R20 mL of 5percent NaH was taken into a 100 mL round bottom flask, Then slowly add 4.0ml 6-bromoindole dione, stirring at room temperature for 30min, 8 mL of H2O2 solution was added under ice-cooling, Remove the ice room temperature reaction lh JLC detection reaction is complete, The precipitate was collected by filtration and dried in vacuo to give 3.20 g of 2-amino-4-bromobenzoic acid in a yield of 83.7percent.Step 3: 2-Amino-4-bromo-benzoic acidTo a 500 mL round bottom flask, 6-bromo-lH-indole-2, 3-dione (50 g, 0.2192 mol) and NaOH (20 g in 250 mL water) were added and cooled the reaction vessel to 0 °C. To this reaction mixture 30percent> hydrogen peroxide (50 mL) was slowly added. The reaction mixture was stirred at 0 °C for 2 h. Subsequently, the reaction mixture was acidified with 2N HC1 [pH-6] at 0 °C to afford the solid compound. The solid material was collected by filtration and dried to obtain the title compound [10 g, 21percent]. 1H NMR (300 MHz, DMSO-de): δ 7.59 (d, J = 8.7 Hz, 1H), 6.96 (d, J = 2.1 Hz, 1H), 6.65 (dd, J = 8.7 Hz, J' = 1.8 Hz, 1H)To a 500 mL round bottom flask, 6-bromo-1H-indole-2, 3-dione (50 g, 0.2192 mol) and NaOH (20 g in 250 mL water) were added and the reaction vessel was cooled to 0° C. To this reaction mixture, 30percent hydrogen peroxide (50 mL) was slowly added. The reaction mixture was stirred at 0° C. for 2 hours. The reaction mixture was then acidified with 2N HCl (pH 6) at 0° C. to afford the solid compound. The solid material was collected by filtration and dried to obtain the title compound (10 g, 21percent). Method 3; 2-Amino-4-bromobenzoic acid; A solution of 2-amino-4-bromobenzoic acid ethyl ester (6 g, 24.5 mmol) in 84 ml of ethanol was treated with sodium hydroxide (1.97 g in 17 ml water). The reaction mixture was stirred at 25 °C for 12 hours. The ethanol was removed by distillation and the resulting suspension was diluted with water (200 ml) and acidified with 10percent HCI to pH=1-3. The white solid was collected by filtration, washed with water and dried via high vacuum (5.2 g, 98.3percent).Compound 36 (10 g, 43.5 mmol) and NaOH (5.2 g, 130.4 mmol) were dissolved in H

Molecular Weight:216.03
XLogP3:2.8
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:214.95819
Monoisotopic Mass:214.95819
Topological Polar Surface Area:63.3
Heavy Atom Count:11
Complexity:163
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes