ChemicalBook--->CAS DataBase List--->97421-13-1

97421-13-1

97421-13-1 Structure

97421-13-1 Structure
IdentificationBack Directory
[Name]

1-tert-butyl-1H-pyrazol-4-amine
[CAS]

97421-13-1
[Synonyms]

1-tert-butylpyrazol-4-amine
1-tert-butyl-1H-pyrazol-4-amine
1H-Pyrazol-4-aMine, 1-(1,1-diMethylethyl)-
[Molecular Formula]

C7H13N3
[MDL Number]

MFCD11845713
[MOL File]

97421-13-1.mol
[Molecular Weight]

139.2
Chemical PropertiesBack Directory
[Boiling point ]

247.5±13.0 °C(Predicted)
[density ]

1.05±0.1 g/cm3(Predicted)
[storage temp. ]

2-8°C(protect from light)
[pka]

3.76±0.10(Predicted)
[Appearance]

Brown to reddish brown Solid
[InChI]

InChI=1S/C7H13N3/c1-7(2,3)10-5-6(8)4-9-10/h4-5H,8H2,1-3H3
[InChIKey]

JPUFJDDEDJUDHE-UHFFFAOYSA-N
[SMILES]

N1(C(C)(C)C)C=C(N)C=N1
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H312-H315-H319-H332-H335
[Precautionary statements ]

P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501
[HS Code ]

2933199090
Spectrum DetailBack Directory
[Spectrum Detail]

1-tert-butyl-1H-pyrazol-4-amine(97421-13-1)1HNMR
Hazard InformationBack Directory
[Synthesis]

1-(Tert-butyl)-4-nitro-1H-pyrazole

97421-12-0

1-tert-butyl-1H-pyrazol-4-amine

97421-13-1

The general procedure for the synthesis of 4-amino-1-tert-butylpyrazole from 1-(tert-butyl)-4-nitro-1H-pyrazole is as follows: to a solution of 1-tert-butyl-4-nitro-1H-pyrazole (1.10 g, 6.5 mmol) in methanol (20 mL) was added a 10% palladium-carbon catalyst (containing 50% water, 442 mg). The reaction mixture was stirred in a hydrogen atmosphere for 3 hours at room temperature. Upon completion of the reaction, the catalyst was removed by filtration and the filtrate was concentrated under reduced pressure. The resulting residue was purified by column chromatography (silica gel as stationary phase, eluent ratio hexane/ethyl acetate = 70/30 → 0/100) to give 4-amino-1-tert-butylpyrazole (838 mg, 92% yield). The structure of the product was confirmed by 1H-NMR (CDCl3, 300 MHz): δ 1.53 (9H, s), 2.86 (2H, br s), 7.15 (1H, s), 7.19 (1H, s).

[References]

[1] Patent: WO2007/4749, 2007, A1. Location in patent: Page/Page column 155
[2] Bioorganic and Medicinal Chemistry, 2010, vol. 18, # 20, p. 7150 - 7163
[3] Patent: WO2012/61337, 2012, A1. Location in patent: Page/Page column 48
[4] Bioorganic and Medicinal Chemistry Letters, 2018, vol. 28, # 2, p. 145 - 151
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