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105434-90-0

105434-90-0 Structure

105434-90-0 Structure
IdentificationBack Directory
[Name]

ethyl 5-amino-1H-pyrazole-3-carboxylate
[CAS]

105434-90-0
[Synonyms]

EOS-61138
MFCD09991917
Ethyl 5-aminopyrazole-3-carboxylate
ethyl 5-amino-1H-pyrazole-3-carboxylate
ethyl 5-amino-2H-pyrazole-3-carboxylate
5-Amino-3-pyrazolecarboxylic acid ethyl ester
5-amino-2H-pyrazole-3-carboxylic acid ethyl ester
Ethyl 5-Amino-1H-Pyrazole-3-Carboxylate(WX609158)
1H-Pyrazole-3-carboxylicacid, 5-aMino-, ethyl ester
methyl 5-amino-1H-pyrazole-3-carboxylate(SALTDATA: HCl)
[Molecular Formula]

C6H9N3O2
[MDL Number]

MFCD11215301
[MOL File]

105434-90-0.mol
[Molecular Weight]

155.15
Chemical PropertiesBack Directory
[Boiling point ]

391.9±22.0 °C(Predicted)
[density ]

1.318
[storage temp. ]

Keep in dark place,Sealed in dry,2-8°C
[pka]

12.32±0.10(Predicted)
[Appearance]

Light yellow to light brown Solid
[InChI]

InChI=1S/C6H9N3O2/c1-2-11-6(10)4-3-5(7)9-8-4/h3H,2H2,1H3,(H3,7,8,9)
[InChIKey]

CPQKGGOPHDHAMN-UHFFFAOYSA-N
[SMILES]

N1C(N)=CC(C(OCC)=O)=N1
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[HazardClass ]

IRRITANT
Hazard InformationBack Directory
[Uses]

Ethyl 5-amino-1H-pyrazole-3-carboxylate was used for the synthetic preparation of 5-N,N-Disubstituted 5-aminopyrazole-3-carboxylic acids, an highly potent agonists of GPR109b.
[Synthesis]

5-NITRO-1 H-PYRAZOLE-3-CARBOXYLIC ACID ETHYL ESTER

39846-84-9

ethyl 5-amino-1H-pyrazole-3-carboxylate

105434-90-0

General procedure for the synthesis of ethyl 5-amino-pyrazole-3-carboxylate from ethyl 5-nitro-1H-pyrazole-3-carboxylate: ethyl 5-nitro-1H-pyrazole-3-carboxylate (0.925 g, 0.500 mmol) was dissolved in anhydrous ethanol (10 mL) and 10% Pd/C catalyst (0.100 g) was added. The reaction mixture was stirred at room temperature for 18 h under hydrogen atmosphere. Upon completion of the reaction, the catalyst was removed by diatomaceous earth filtration and the filtrate was concentrated under reduced pressure to afford the green solid product ethyl 5-amino-pyrazole-3-carboxylate (0.70 g, 90% yield). The product was confirmed by NMR hydrogen spectrum (1H NMR, CD3OD): δ 6.0 (s, 1H), 4.3 (q, 2H, J = 7.1 Hz, CO2CH2CH3), 1.4 (t, 3H, J = 7.1 Hz, CO2CH2CH3). Mass spectrum (ESI+): m/z 156 [M + H]+.

[References]

[1] Bioorganic and Medicinal Chemistry Letters, 2009, vol. 19, # 15, p. 4207 - 4209
[2] Patent: WO2006/127595, 2006, A1. Location in patent: Page/Page column 62
[3] Patent: WO2006/126695, 2006, A1. Location in patent: Page/Page column 246-247
[4] Patent: US2007/32529, 2007, A1
[5] Patent: US2009/36450, 2009, A1. Location in patent: Page/Page column 21
Spectrum DetailBack Directory
[Spectrum Detail]

ethyl 5-amino-1H-pyrazole-3-carboxylate(105434-90-0)1HNMR
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