Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Formic Acid | HCID 284 | — |
| Reactant | HCID 70980978 | HCID 70980978 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 178461743 | HCID 178461743 | 58.5% |
Reaction Steps
Formic acid (452 mmol, 20.82 g) was dissolved in a mixture of water (2 ml) and THF (40 ml). (S)—N-(1-(3-(3-chloro-4-cyanophenyl)-1H-pyrazol-1-yl)propan-2-yl)-3-(1-trityl-1H-imidazol-4-yl)-1H-pyrazole-5-carboxamide (1.508 mmol, 1 g) was added and the resulting mixture was heated to 50° C. for 3 h. The stirring continued for 2 days at RT. The mixture was concentrated. ACN was added and evaporated. This was repeated once more. The crude product was purified by flash chromatography. 0.371 g of the title compound was obtained. 1H-NMR (400 MHz, DMSO-d6): δ 1.14 (d, 3H), 4.23-4.56 (m, 3H), 6.76 (bs, 1H), 6.94 (d, 1H), 7.53 (bs, 1H), 7.76 (s, 1H), 7.83 (d, 1H), 7.95-8.04 (m, 2H), 8.07-8.10 (m, 1H), 8.27 (d, 1H), 12.30 (bs, 1H), 13.40 (bs, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08921378B2 |
|---|
| Source dataset | uspto-grants-2014_12 |
|---|
| ORD ID | ord-6b190325bb2e4276bbe58e5bee53e1f3 |
|---|
| Source note | uspto-grants-2014_12 |
|---|