6-Amino-1H-indazole-7-carboxylic acid

6-Amino-1H-indazole-7-carboxylic acid (formula 8) 1, 6, 7, 8-Tetrahydro-pyrolo[2.3-g]-indazole-7, 8-dione (formula 7, product of Example II) (9.4 g, 50 m-mol) was dissolved in aqueous sodium hydroxide (10%, 100 ml) followed by the addition of 10% aqueous hydrogen peroxide (17 ml, 50 m-mol) at 100. The mixture was kept at 100 for 10 min whereafter CO2 formation ceased, and subsequently brought to pH 4.0 to 5.5 by the addition of conc. hydrochloric acid. The resulting compound (formula 8) was collected, washed with cold water and dried (CaCl2) in vacuum to yield 7.71 g (87%) of the target compound as a brown powder, m.p. from 177 on (dec.); ir (KBr): 1580, 1630, 1660 cm-1 (aromatic, acid-CO); pmr (100 Hz, DMSO-d6) delta 6.70 (d, 1, J=9 Hz, H4), ca. 6.80-9.00 (D2 O-exchangeable broad m, 2, NH2), 7.66 (d, 1, J=9 Hz, H5), 7.93 (s, 1, H3); ms (70 eV): m/e 177 (100%, M+), 159 (86%, M+ --H2 O). A sample recrystallized from methanol failed to give significant data by elemental analysis.b) Preparation of 6-amino-1 H-indazole-7-carboxylic acid; This compound is prepared as described in J. Org. Chem., 2000, 65, 4193 using 1 , 6- dihydro-pyrrolo[2, 3-g]indazole-7, 8-dione as starting material; LC/MS: 178/179 (M+H)+.

Molecular Weight:177.16
XLogP3:0.9
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:1
Exact Mass:177.053826475
Monoisotopic Mass:177.053826475
Topological Polar Surface Area:92
Heavy Atom Count:13
Complexity:221
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes