| Identification | Back Directory | [Name]
tert-butyl3-(4-amino-1H-pyrazol-1-yl)azetidine-1-carboxylate | [CAS]
1029413-51-1 | [Synonyms]
1-Boc-3-(4-amino-1-pyrazolyl)azetidine
tert-butyl 3-(4-aminopyrazol-1-yl)azetidine-1-carboxylate
tert-butyl3-(4-amino-1H-pyrazol-1-yl)azetidine-1-carboxylate
1-Azetidinecarboxylic acid, 3-(4-amino-1H-pyrazol-1-yl)-, 1,1-dimethylethyl ester | [Molecular Formula]
C11H18N4O2 | [MDL Number]
MFCD10687122 | [MOL File]
1029413-51-1.mol | [Molecular Weight]
238.29 |
| Chemical Properties | Back Directory | [Boiling point ]
399.5±32.0 °C(Predicted) | [density ]
1.30±0.1 g/cm3(Predicted) | [storage temp. ]
2-8°C(protect from light) | [pka]
4.05±0.19(Predicted) | [Appearance]
Brown to reddish brown Liquid | [InChI]
InChI=1S/C11H18N4O2/c1-11(2,3)17-10(16)14-6-9(7-14)15-5-8(12)4-13-15/h4-5,9H,6-7,12H2,1-3H3 | [InChIKey]
JYDHOTMQNGXWGO-UHFFFAOYSA-N | [SMILES]
N1(C(OC(C)(C)C)=O)CC(N2C=C(N)C=N2)C1 |
| Hazard Information | Back Directory | [Uses]
4-Amino-1-(1-boc-azetidin-3-yl)-1H-pyrazole is a pyrazolamine derivative that can be prepared by alkylation of nitropyrazole with alcohol and subsequent reduction. | [Synthesis]
The general procedure for the synthesis of tert-butyl 3-(4-amino-1H-pyrazol-1-yl)azetidine-1-carboxylate from tert-butyl 3-(4-nitro-1H-pyrazol-1-yl)azetidine-1-carboxylate was carried out as follows: under an atmosphere of hydrogen gas (1 atmosphere), compound 54-b (1.33 g, 5 mmol) was dissolved in methanol (10 ml), 10% palladium carbon catalyst (0.1 g). The reaction mixture was stirred at 25 °C for 12 hours. Upon completion of the reaction, the catalyst was removed by filtration and the filtrate was concentrated under reduced pressure to afford the crude product compound 65-b (940 mg, 79% yield). The product could be used in subsequent reactions without further purification. Liquid chromatography-mass spectrometry (electrospray ionization) analysis showed: m/z = 261 [M + Na]+. | [References]
[1] Patent: US2015/336982, 2015, A1. Location in patent: Paragraph 0406; 0407
[2] Tetrahedron Letters, 2008, vol. 49, # 18, p. 2996 - 2998
[3] Patent: EP2832734, 2015, A1. Location in patent: Paragraph 0521 |
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