HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Methoxypyrimidine-5-boronic acid → 5-(5-Chloro-1-methyl-6-oxo-1,6-dihydropyridin-3-yl)-6-(4-chlorophenyl)-1-cyclopropyl-2-(2-methoxypyrimidin-5-yl)-5,6-dihydropyrrolo[3,4-b]pyrrol-4(1H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Methoxypyrimidine-5-boronic acid | HCID 2736778 | — |
| Reactant | Ammonia methanol dichloromethane | HCID 21584172 | — |
| Reactant | 2-bromo-5-(5-chloro-1-methyl-6-oxo-1,6-dihydropyridin-3-yl)-6-(4-chlorophenyl)-1-cyclopropyl-5,6-dihydropyrrolo[3,4-b]pyrrol-4(1H)-one | HCID 86703248 | — |
| Product | 5-(5-Chloro-1-methyl-6-oxo-1,6-dihydropyridin-3-yl)-6-(4-chlorophenyl)-1-cyclopropyl-2-(2-methoxypyrimidin-5-yl)-5,6-dihydropyrrolo[3,4-b]pyrrol-4(1H)-one | HCID 86703251 | — |
Reaction Steps
The title compound was prepared in analogy to the procedure described in Example 240 but using 2-bromo-5-(5-chloro-1-methyl-6-oxo-1,6-dihydropyridin-3-yl)-6-(4-chlorophenyl)-1-cyclopropyl-5,6-dihydropyrrolo[3,4-b]pyrrol-4(1H)-one (Step 243.1) and (2-methoxypyrimidin-5-yl)boronic acid. tR: 0.97 min (LC-MS 6); ESI-MS: 522.1 [M+H]+ (LC-MS 6); TLC (CH2Cl2/MeOH/NH3 94:5:1): Rf=0.38; 1H NMR (400 MHz, DMSO-d6) δ ppm 0.18-0.40 (m, 1 H) 0.60-0.85 (m, 2 H) 1.09-1.19 (m, 1 H) 3.10-3.20 (m, 1 H) 3.42 (s, 3 H) 3.92 (s, 3 H) 6.33 (s, 1 H) 6.62 (s, 1 H) 7.32 (m, J=8.60 Hz, 2 H) 7.40 (m, J=8.60 Hz, 2 H) 7.80-7.97 (m, 2 H) 8.81 (s, 2 H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09365576B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-79e984099ecf44b1a42e4e0966625e93 |
| Source note | uspto-grants-2016_06 |