Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | (S)-4-(1-(2-aminopropyl)-1H-pyrazol-3-yl)-2-chloro-6-fluorobenzonitrile | HCID 67170587 | — |
| Reactant | HCID 79779409 | HCID 79779409 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86714634 | HCID 86714634 | 41.2% |
Reaction Steps
The title compound was prepared using the procedure described in Example 3(h) starting from 1′-methyl-1′H-[1,4′-bipyrazole]-3-carboxylic acid (0.861 mmol, 165 mg) and (S)-4-(1-(2-aminopropyl)-1H-pyrazol-3-yl)-2-chloro-6-fluorobenzo-nitrile (0.718 mmol, 200 mg) and using DMF (2 ml) as the solvent. DCM was added and the reaction mixture was evaporated. The residue was purified by flash chromatography. The purified product was dissolved in DCM and washed three times with 1 M NaHCO3. The combined organics were evaporated. 134 mg of the title compound was obtained. 1H-NMR (400 MHz, DMSO-d6): δ 1.15 (d, 3H), 3.88 (s, 3H), 4.28-4.42 (m, 2H), 4.42-4.52 (m, 1H), 6.75 (d, 1H), 7.01 (d, 1H), 7.81-7.88 (m, 3H), 7.94 (s, 1H), 8.13-8.17 (m, 2H), 8.18 (s, 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-61e919e0a7034717b0e254267cd1c99a |
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| Source note | uspto-grants-2014_12 |
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