HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1409413Generated: October 30, 2026
Dimethylformamide → N-((S)-1-(3-(3-Chloro-4-cyanophenyl)-1H-pyrazol-1-yl)propan-2-yl)-1-((R)-2-hydroxypropyl)-2-methyl-1H-imidazole-4-carboxamide
https://huagongshe.com/reaction/1409413
Participants
| Role | Name | HCID | Charge |
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| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | (S)-4-(1-(2-aminopropyl)-1H-pyrazol-3-yl)-2-chlorobenzonitrile | HCID 67170882 | — |
| Reactant | HCID 86714632 | HCID 86714632 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-((S)-1-(3-(3-Chloro-4-cyanophenyl)-1H-pyrazol-1-yl)propan-2-yl)-1-((R)-2-hydroxypropyl)-2-methyl-1H-imidazole-4-carboxamide | HCID 86714655 | 76.8% |
Reaction Steps
The title compound was prepared using the procedure described in Example 3(h) starting from (R)-1-(2-hydroxypropyl)-2-methyl-1H-imidazole-4-carboxylic acid (1.059 mmol, 195 mg) and (S)-4-(1-(2-aminopropyl)-1H-pyrazol-3-yl)-2-chloro-benzonitrile (0.882 mmol, 230 mg) using DMF (2 ml) as the solvent. DCM was added and evaporated. The residue was purified by flash chromatography. The product was further purified by dissolving it in MeOH/DCM and washing twice with 1 M NaHCO3. The separated organic phase was dried, purified and evaporated. 289 mg of the title compound was obtained. 1H-NMR (400 MHz, DMSO-d6): δ 1.02-1.10 (m, 6H), 2.34 (s, 3H), 3.70-3.91 (m, 3H), 4.22-4.48 (m, 3H), 4.92 (d, 1H), 6.95 (d, 1H), 7.47 (s, 1H), 7.83 (d, 1H), 7.97-8.00 (m, 2H), 8.04 (d, 1H), 8.09-8.13 (m, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08921378B2 |
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| Source dataset | uspto-grants-2014_12 |
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| ORD ID | ord-a3aab1a89ad44179886b788971f21420 |
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| Source note | uspto-grants-2014_12 |
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