HuagongsheHuagongshe Chemistry Print Report · For research reference only
(Pyrimidin-5-yl)boronic acid → (R)-6-(3-Hydroxypyrrolidin-1-yl)-5-(pyrimidin-5-yl)-N-(4-(pentafluorosulfanyl)phenyl)nicotinamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (Pyrimidin-5-yl)boronic acid | HCID 2795193 | — |
| Reactant | (R)-5-bromo-6-(3-hydroxypyrrolidin-1-yl)-N-(4-(pentafluorosulfanyl)phenyl)nicotinamide | HCID 86702615 | — |
| Product | (R)-6-(3-Hydroxypyrrolidin-1-yl)-5-(pyrimidin-5-yl)-N-(4-(pentafluorosulfanyl)phenyl)nicotinamide | HCID 118195080 | — |
Reaction Steps
The title compound was prepared in an analogous fashion to that described in Example 151 using (R)-5-bromo-6-(3-hydroxypyrrolidin-1-yl)-N-(4-(pentafluorosulfanyl)phenyl)nicotinamide (Stage 216.1) and pyrimidin-5-ylboronic acid to afford a solid. UPLC-MS (Condition 3), tR=0.97 min, m/z=488.2 [M+H]+; 1H-NMR (400 MHz, DMSO-d6), δ ppm 1.74 (m, 1H) 1.84 (m, J=8.99 Hz, 1H) 2.88 (d, J=10.95 Hz, 1H) 3.18-3.26 (m, 2H) 3.33-3.43 (m, 1H) 4.20 (br. s, 1H) 4.83-4.97 (m, 1H) 7.80-7.88 (m, 2H) 7.91-7.99 (m, 2H) 8.10 (d, J=1.00 Hz, 1H) 8.80 (d, J=1.96 Hz, 1H) 8.88 (s, 2H) 9.18 (s, 1H) 10.36 (br. s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09278981B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-509d47ee7b14482c96a7e2b7349f95ee |
| Source note | uspto-grants-2016_03 |