5N-BOC-3-AMINO-4,6-DIHYDRO-1H-PYRROLO[3,4-C]PYROZOLE Chemical Properties

Melting point:

167-169 °C(Solv: isopropanol (67-63-0))

Boiling point:

433.0±45.0 °C(Predicted)

Density 

1.314±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

pka

16.32±0.20(Predicted)

Appearance

Off-white to light brown Solid

InChI

InChI=1S/C10H16N4O2/c1-10(2,3)16-9(15)14-4-6-7(5-14)12-13-8(6)11/h4-5H2,1-3H3,(H3,11,12,13)

InChIKey

BEVRTOCHMXNPLY-UHFFFAOYSA-N

SMILES

N1=C(N)C2CN(C(OC(C)(C)C)=O)CC=2N1

CAS DataBase Reference

398491-59-3

Safety Information

HS Code 

2933998090

5N-BOC-3-AMINO-4,6-DIHYDRO-1H-PYRROLO[3,4-C]PYROZOLE Usage And Synthesis

Application

5N-BOC-3-AMINO-4,6-DIHYDRO-1H-PYRROLO[3,4-C]PYROZOLE can be used as an organic synthesis intermediate and a pharmaceutical intermediate, and is mainly used in laboratory organic synthesis and chemical and pharmaceutical synthesis processes.

Synthesis

The general procedure for the synthesis of 3-amino-5-tert-butoxycarbonyl-pyrrolo[3,4-C]pyrazole from 1-Boc-3-cyano-4-pyrrolidinone was as follows: 1-Boc-3-cyano-4-pyrrolidinone (4.5 g, 43 mmol) was dissolved in anhydrous ethanol (250 ml), and the reaction was stirred for 3 h at 60 °C. After completion of the reaction, the solvent was removed by distillation under reduced pressure. Saturated sodium bicarbonate solution (50 ml) was added to the residue until the solid was completely dissolved. Subsequently, the extracted organic phase was removed by evaporation under reduced pressure to give the white solid product 1b (6.3 g, 66% yield). The product did not require further purification and could be used directly in the next step of the reaction.

References

[1] Patent: CN106279177, 2017, A. Location in patent: Paragraph 0103; 0104; 0105
[2] Journal of Medicinal Chemistry, 2005, vol. 48, # 8, p. 3080 - 3084
[3] Patent: WO2007/87231, 2007, A2. Location in patent: Page/Page column 37
[4] Bioorganic and Medicinal Chemistry Letters, 2010, vol. 20, # 14, p. 4273 - 4278
[5] Patent: CN104072498, 2016, B. Location in patent: Paragraph 0150

5N-BOC-3-AMINO-4,6-DIHYDRO-1H-PYRROLO[3,4-C]PYROZOLE(398491-59-3)Related Product Information

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