| Identification | Back Directory | [Name]
2-METHYL-2H-INDAZOLE-3-CARBOXYLIC ACID | [CAS]
34252-44-3 | [Synonyms]
3-Carboxy-2-methyl-2H-indazole
2-Methylindazole-3-carboxylic acid
2-METHYL-2H-INDAZOLE-3-CARBOXYLIC ACID
2H-Indazole-3-carboxylic acid,2-methyl-
2-Methyl-2H-indazole-3-carboxylicacid97%
2-Methylindazole-3-carboxylic acid
2-Methyl-2H-indazole-3-carboxylic acid | [EINECS(EC#)]
691-338-3 | [Molecular Formula]
C9H8N2O2 | [MDL Number]
MFCD07368556 | [MOL File]
34252-44-3.mol | [Molecular Weight]
176.17 |
| Chemical Properties | Back Directory | [Appearance]
White Solid | [Melting point ]
217-219 | [Boiling point ]
417.4±18.0 °C(Predicted) | [density ]
1.35 | [storage temp. ]
Refrigerator | [solubility ]
DMSO (Slightly), Methanol (Slightly) | [form ]
Solid | [pka]
3.02±0.10(Predicted) | [color ]
White to Off-White |
| Hazard Information | Back Directory | [Chemical Properties]
White Solid | [Uses]
A reagent used to synthesize 5-HT2A and 5-HT3 receptor ligands for use in treating CNS-related disorders. | [Synthesis]
(Step 1) Synthesis of 2-methyl-2H-indazole-3-carboxylic acid: 2-methyl-2H-indazole-3-carboxylic acid methyl ester (1.59 g, 8.36 mmol) was dissolved in tetrahydrofuran (85 mL), followed by addition of 0.25 N sodium hydroxide solution (50 mL, 12.5 mmol). The reaction mixture was stirred at room temperature for 24 hours. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure. Water (appropriate amount) was added to the residue, which was then acidified with 1 N hydrochloric acid (50 mL). The precipitate precipitated was collected by filtration under reduced pressure, washed with water and dried under reduced pressure to give 2-methyl-2H-indazole-3-carboxylic acid (1.34 g, 91% yield) as a colorless solid.1H-NMR (DMSO-d6) δ: 4.43 (s, 3H), 7.29 (m, 1H), 7.35 (m, 1H), 7.74 (dd, J = 8.1, 1.0 Hz, 1H), 7.98 (d, J = 8.5 Hz, 1H), 13.59 (broad s, 1H).MS (ESI) m/z 177 (M++1). | [References]
[1] Journal of Medicinal Chemistry, 1987, vol. 30, # 9, p. 1535 - 1537
[2] Patent: EP1346982, 2003, A1
[3] Letters in Organic Chemistry, 2011, vol. 8, # 10, p. 722 - 727
[4] Patent: WO2008/61688, 2008, A1. Location in patent: Page/Page column 21 |
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