3-Amino-1-cyclopentyl-1H-pyrazole-4-carbonitrile
- CAS No.
- 122799-98-8
- Chemical Name:
- 3-Amino-1-cyclopentyl-1H-pyrazole-4-carbonitrile
- Synonyms
- 3-Amino-1-cyclopentyl-1H-pyrazole-4-carbonitrile;1H-Pyrazole-4-carbonitrile, 3-amino-1-cyclopentyl-
- CBNumber:
- CB42455211
- Molecular Formula:
- C9H12N4
- Molecular Weight:
- 176.22
- MDL Number:
- MFCD11040167
- MOL File:
- 122799-98-8.mol
- MSDS File:
- SDS
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H302-H315-H319-H335 |
| Precautionary statements | P261-P305+P351+P338 |
| HS Code | 2933199090 |
3-Amino-1-cyclopentyl-1H-pyrazole-4-carbonitrile price
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Apolloscientific | OR905788 | 3-Amino-1-cyclopentyl-1H-pyrazole-4-carbonitrile 95% | 122799-98-8 | 100mg | $25 | 2026-06-04 | Buy |
| Apolloscientific | OR905788 | 3-Amino-1-cyclopentyl-1H-pyrazole-4-carbonitrile 95% | 122799-98-8 | 250mg | $49 | 2026-06-04 | Buy |
| Apolloscientific | OR905788 | 3-Amino-1-cyclopentyl-1H-pyrazole-4-carbonitrile 95% | 122799-98-8 | 1g | $74 | 2026-06-04 | Buy |
| Matrix Scientific | 305378 | 3-Amino-1-cyclopentyl-1H-pyrazole-4-carbonitrile | 122799-98-8 | 250.00mg | $50 | 2026-05-19 | Buy |
| Matrix Scientific | 305378 | 3-Amino-1-cyclopentyl-1H-pyrazole-4-carbonitrile | 122799-98-8 | 1.00g | $76 | 2026-05-19 | Buy |
3-Amino-1-cyclopentyl-1H-pyrazole-4-carbonitrile Chemical Properties, Uses, Production
Synthesis
137-43-9
16617-46-2
30929-67-0
122799-98-8
General procedure for the synthesis of 5-amino-1-cyclopentyl-1H-pyrazole-4-carbonitrile and 3-amino-1-cyclopentyl-1H-pyrazole-4-carbonitrile from cyclopentyl bromide and 3-amino-4-cyanopyrazole: 3-amino-4-pyrazolecarbonitrile (4.32 g, 40.0 mmol), cyclopentyl bromide (7.15 g, 48 mmol) and anhydrous potassium carbonate (6.60 g, 48 mmol) were suspended in 30 mL of anhydrous DMF and reacted at 80 °C and under argon protection overnight. Subsequently, cyclopentyl bromide (3.5 g, 23.5 mmol) and potassium carbonate (3.3 g, 24 mmol) were added supplementally, and the reaction was continued at 80 °C for 6 h. The reaction was completed with the addition of cyclopentyl bromide and potassium carbonate. After completion of the reaction, it was cooled to room temperature and the DMF was removed by rotary evaporator. water (100 mL) was added and the organic phase was extracted with dichloromethane (3 x 100 mL). The combined dichloromethane extracts were washed sequentially with water (50 mL) and brine (50 mL) and dried (magnesium sulfate). The organic phase was concentrated to give a solid product. The solid was purified by rapid chromatography on silica gel (eluent ratio 2:1 hexane:ethyl acetate), and two white solids were isolated: 3-amino-1-cyclopentyl-1H-pyrazole-4-carbonitrile (1.67 g, 24% yield) eluting first, and 5-amino-1-cyclopentyl-1H-pyrazole-4-carbonitrile (4.56 g, 65% yield) eluting thereafter. 3- Properties of 5-amino-1-cyclopentyl-1H-pyrazole-4-carbonitrile: melting point 129-131 °C; MS (ES+) calculated value: 176.22, measured value: 177.05 [M+H]+; 100% purity by HPLC (retention time 9.235 min, Method A); 1H NMR (400 MHz, DMSO-d6) δ 8.11 (s, 1H) 5.51 (br s, 2H), 4.45 (m, 1H), 1.97 (m, 2H), 1.84 (m, 2H), 1.72 (m, 2H), 1.59 (m, 2H).Properties of 5-amino-1-cyclopentyl-1H-pyrazole-4-carbonitrile: melting point 113°C; MS (ES+) calculated value: 176.22, measured value: 177.04 [M +H]+; HPLC purity 88% (retention time 9.752 min, Method A); 1H NMR (400 MHz, DMSO-d6) δ 7.52 (s, 1H), 5.75 (br s, 2H), 4.55 (m, 1H), 1.92 (m, 2H), 1.78 (m, 4H), 1.57 (m, 2H). In addition, pure 3-amino-1-cyclopentyl-1H-pyrazole-4-carbonitrile could be obtained in 44% yield without chromatographic purification by grinding the crude product with a minimal amount of dichloromethane. Notably, 3-amino-1-cyclopentyl-1H-pyrazole-4-carbonitrile was less soluble in dichloromethane, whereas 5-amino-1-cyclopentyl-1H-pyrazole-4-carbonitrile was readily soluble.
References
[1] Patent: US2007/281949, 2007, A1. Location in patent: Page/Page column 15-16
3-Amino-1-cyclopentyl-1H-pyrazole-4-carbonitrile Preparation Products And Raw materials
Raw materials
Preparation Products
3-Amino-1-cyclopentyl-1H-pyrazole-4-carbonitrile Suppliers
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Pure Chemistry Scientific Inc. | 001-857-928-2050 or 1-888-588-9418 | sales@chemreagents.com | United States | 10174 | 62 |
| Shanghai Hanhong Scientific Co.,Ltd. | 021-54306202 13764082696 | info@hanhongsci.com | China | 42917 | 64 |
| DebyeTec.com Inc. | 18086626237 18086626237 | 2693528373@qq.com | China | 2936 | 56 |
| Amadis Chemical Company Limited | 571-89925085 | sales@amadischem.com | China | 131885 | 58 |
| Hangzhou Molcore Biopharmatech Co.,Ltd | 400-711-5280 86-571-81025280 | sales@molcore.com | China | 9957 | 58 |
| Shanghai Jizhi Biochemical Technology Co. Ltd. | 021-4009004166/18616739031 18616739031 | 3007523370@qq.com | China | 40000 | 58 |
| CR Corporation Limited | fred.wen@crcorporation.cn | China | 8642 | 58 | |
| Shanghai Kaiwei Chemical Technology Co., Ltd. | 021-58461859 15821823057 | service@aiviche.com | China | 49299 | 58 |
| Energy Chemical | 400-0056266 | marketing1@energy-chemical.com | China | 44927 | 58 |
| Shanghai Haohong Pharmaceutical Co., Ltd. | 400-8210725 4008210725 | malulu@leyan.com | China | 39796 | 58 |
