HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Methoxypyrimidine-5-boronic acid → 4-(1-hydroxy-2-methylpropan-2-yl)-N-(5-(2-methoxypyrimidin-5-yl)thiazolo[5,4-b]pyridin-2-yl)benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Methoxypyrimidine-5-boronic acid | HCID 2736778 | — |
| Reactant | N-(5-bromothiazolo[5,4-b]pyridin-2-yl)-4-(1-hydroxy-2-methylpropan-2-yl)benzamide | HCID 58015383 | — |
| Product | 4-(1-hydroxy-2-methylpropan-2-yl)-N-(5-(2-methoxypyrimidin-5-yl)thiazolo[5,4-b]pyridin-2-yl)benzamide | HCID 44548774 | 33% |
Reaction Steps
The titled compound (yield=33%, white solid) was prepared using a procedure analogous to that described in connection with 9 (Example 9) except 2F (Example 2) and 2-methoxypyrimidin-5-yl boronic acid were used as starting materials. 1H NMR (400 MHz, DMSO-d6) δ ppm 1.27 (s, 6H) 3.49 (d, J=5.05 Hz, 2H) 4.01 (s, 3H) 4.78 (t, J=5.31 Hz, 1H) 7.58 (d, J=8.59 Hz, 2H) 8.10 (d, J=8.59 Hz, 2H) 8.16 (d, J=8.59 Hz, 1H) 8.22-8.29 (m, 1H) 9.33 (s, 2H) 13.02 (s, 1H); ESI-MS: m/z 436.0 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08178555B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-eb37b1fa342d495ea7edba8a162ba83b |
| Source note | uspto-grants-2012_05 |