| Identification | Back Directory | [Name]
5,6-Dihydro-4H-pyrrolo[1,2-b]pyrazole | [CAS]
107862-65-7 | [Synonyms]
4H,5H,6H-pyrrolo[1,2-b]pyrazole
5,6-Dihydro-4H-pyrrolo[1,2-b]pyrazole
4H-Pyrrolo[1,2-b]pyrazole, 5,6-dihydro- | [Molecular Formula]
C6H8N2 | [MDL Number]
MFCD18072560 | [MOL File]
107862-65-7.mol | [Molecular Weight]
108 |
| Chemical Properties | Back Directory | [Boiling point ]
206℃ | [density ]
1.23 | [Fp ]
78℃ | [pka]
2.85±0.20(Predicted) | [InChI]
InChI=1S/C6H8N2/c1-2-6-3-4-7-8(6)5-1/h3-4H,1-2,5H2 | [InChIKey]
LQKUERRPRLVSLZ-UHFFFAOYSA-N | [SMILES]
N1=CC=C2CCCN12 |
| Hazard Information | Back Directory | [Uses]
5,6-Dihydro-4H-pyrrolo[1,2-b]pyrazole is used in the preparation of withasomnine molecules, pyrazole alkaloids, for their application towards antiinflammatory compounds and analgesics. | [Synthesis]
3-(3-Chloropropyl)-1H-pyrazole (500 mg, 3.5 mmol) was used as a starting material and dissolved in a mixed solvent of isopropanol/water (5 mL/1 mL) and potassium hydroxide (389 mg, 6.9 mmol) was added. The reaction mixture was stirred at 90 °C for 2 hours. After completion of the reaction, the mixture was cooled to room temperature and extracted with dichloromethane (3 x 20 mL). The organic layers were combined, dried with anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. Purification of the residue by silica gel column chromatography (petroleum ether: ethyl acetate = 6:1 to 2:1) afforded 5,6-dihydro-4H-pyrrolo[1,2-B]pyrazole (150 mg, 39.6% yield) as a brown oil.LC-MS (ESI) detection: 109 [M + 1]. | [References]
[1] Patent: WO2017/35353, 2017, A1. Location in patent: Paragraph 0953
[2] Tetrahedron Letters, 1996, vol. 37, # 7, p. 1095 - 1096
[3] Patent: WO2013/52394, 2013, A1. Location in patent: Paragraph 00248
[4] Tetrahedron, 2013, vol. 69, # 34, p. 7139 - 7146
[5] Patent: WO2013/192125, 2013, A1. Location in patent: Page/Page column 135 |
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