ChemicalBook--->CAS DataBase List--->107862-65-7

107862-65-7

107862-65-7 Structure

107862-65-7 Structure
IdentificationBack 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 PropertiesBack 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
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[HS Code ]

2933199090
Hazard InformationBack 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

174790-34-2

5,6-Dihydro-4H-pyrrolo[1,2-b]pyrazole

107862-65-7

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
Spectrum DetailBack Directory
[Spectrum Detail]

5,6-Dihydro-4H-pyrrolo[1,2-b]pyrazole(107862-65-7)1HNMR
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