5-Carboxyindazole hydrochloride
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5-Carboxyindazole hydrochloride
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CAS No:
61700-61-6
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Formula:
C8H7ClN2O2
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Chemical Name:
5-Carboxyindazole hydrochloride
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Synonyms:
INDAZOLE-5-CARBOXYLIC ACID;5-CARBOXYINDAZOLE HCL;5-CARBOXYINDAZOLE HYDROCHLORIDE;5-INDAZOLECARBOXYLIC ACID;5-(1H)INDAZOLE CARBOXYLIC ACID;1H-INDAZOLE-5-CARBOXYLIC ACID;1H-Indazole-5-carboxylic acid methyl ester;Indazole-5-carboxylic acid hydrochloride
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CAS No:
Safety Information
IRRITANT
3
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
H315
|Warning|H315 (15.56%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 45 companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
5-Carboxyindazole hydrochloride Use and Manufacturing
To a stirred solution of methyl l_f/-indazole-5-carboxylate (6.5 g, 1.0 eq) in 200 mL MeOH was added a solution of NaOH (4.4 g, 3.0 eq) in 150 mL HStep 3.To a solution of 3-(pyridin-2-yl)-lH-l, 2, 4-triazol-5-amine (100 mg, 0.57 mmol) in diphenyl ether (3 ml) was added ethyl 3-(lH-l , 2, 3-benzotriazol-5-yl)-3- oxopropanoate (300 mg, 1.29 mmol) and 4-methylbenzene-l -sulfonic acid (5 mg, 0.02 mmol). After stirring 1 h at 170°C, the solids were collected by filtration, washed with ethyl acetate (2 x 10 ml), methanol (3 x 10 ml) and dried to give 5- (lH-benzo[if|[l, 2, 3]triazol-5-yl)-2-(pyridin-2-yl)-[l, 2, 4]triazolo[l, 5-fl]pyrimidin- 7(4H)-one as a off-white solid (36.7 mg, 18percent). LC/MS (ES, m/z): [M+H]Water (20 ml) and concentrated sulfuric acid (20 ml) were added to a solution of 1H-indazole-5-carbonitrile (3.00 g, 20.1 mmol) in acetic acid (20 ml) at room temperature, and the resulting mixture was heated at 100°C for 3 hours. Then, the reaction solution was poured onto ice and the solid precipitated was collected by filtration and dried under reduced pressure to obtain 1H-indazole-5-carboxylic acid (2.88 g, 88percent).1H-NMR (DMSO-d6) δ; 7.58 (1H, d, J=8.6Hz), 7.90 (1H, dd, J=8.6, 1.4Hz), 8.23 (1H, s), 8.44 (1H, d, J=0.7Hz), 12.75 (1H, brs), 13.59 (1H, brs).To a solution of lH-Example 37 Synthesis of (S)-N-(2-(2-cyano-4, 4-difluoropyrrolidin-1-yl)-2-oxoethyl)-H-indazole-5-carboxamide To a stirred solution of To the stirred solution of intermediate 1 (0.2 g, 0.86 mmol) and 1 H-
Computed Properties
Molecular Weight:162.15
XLogP3:1.7
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:162.042927438
Monoisotopic Mass:162.042927438
Topological Polar Surface Area:66
Heavy Atom Count:12
Complexity:196
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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