HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole → 4-Methoxy-3-(2-(1-methyl-1H-pyrazol-4-yl)pyridin-4-yl)-1H-pyrazolo[4,3-c]pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole | HCID 2773987 | — |
| Reactant | 3-(2-Chloropyridin-4-yl)-4-methoxy-1-trityl-1H-pyrazolo[4,3-c]pyridine | HCID 86673697 | — |
| Product | 4-Methoxy-3-(2-(1-methyl-1H-pyrazol-4-yl)pyridin-4-yl)-1H-pyrazolo[4,3-c]pyridine | HCID 56942986 | 57% |
Reaction Steps
Prepared according to the procedure described in Example 116, by reacting 3-(2-chloropyridin-4-yl)-4-methoxy-1-trityl-1H-pyrazolo[4,3-c]pyridine with 1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole to give the title compound (30.5 mg, 57% over two steps). LC-MS (Method G): m/z=307.0 (M+H)+; 3.06 min. 1H-NMR (400 MHz, DMSO): δ 13.89 (br s, 1H), 8.60 (d, J=5.2, 1H), 8.34 (s, 1H), 8.22 (s, 1H), 8.03 (s, 1H), 7.97 (d, J=6.0, 1H), 7.75 (dd, J=5.2, 1.5 Hz, 1H), 7.23 (d, J=6.0, 1H), 4.05 (s, 3H), 3.91 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08569281B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-61fd3084480d44bb80526d80424f072a |
| Source note | uspto-grants-2013_10 |