HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2204367Generated: October 26, 2026
2-Methoxyphenylboronic acid → 5-(5-Chloro-1-methyl-6-oxo-1,6-dihydro-pyridin-3-yl)-6-(4-chloro-phenyl)-1-isopropyl-2-(2-methoxy-phenyl)-5,6-dihydro-1H-pyrrolo[3,4-b]pyrrol-4-one
https://huagongshe.com/reaction/2204367
Participants
| Role | Name | HCID | Charge |
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| Reactant | 2-Methoxyphenylboronic acid | HCID 2733958 | — |
| Reactant | (5-Cyano-2-Methoxyphenyl)Boronic Acid | HCID 23005336 | — |
| Reactant | 2-bromo-5-(5-chloro-1-methyl-6-oxo-1,6-dihydro-pyridin-3-yl)-6-(4-chloro-phenyl)-1-isopropyl-5,6-dihydro-1H-pyrrolo[3,4-b]pyrrol-4-one | HCID 86703144 | — |
| Reactant | 2-bromo-5-(5-chloro-2-methyl-phenyl)-6-(4-chloro-phenyl)-1-isopropyl-5,6-dihydro-1H-pyrrolo[3,4-b]pyrrol-4-one | HCID 86703169 | — |
| Product | 5-(5-Chloro-1-methyl-6-oxo-1,6-dihydro-pyridin-3-yl)-6-(4-chloro-phenyl)-1-isopropyl-2-(2-methoxy-phenyl)-5,6-dihydro-1H-pyrrolo[3,4-b]pyrrol-4-one | HCID 72204206 | — |
Reaction Steps
The title compound was prepared in analogy to the procedure described for Example 17 but 2-bromo-5-(5-chloro-1-methyl-6-oxo-1,6-dihydro-pyridin-3-yl)-6-(4-chloro-phenyl)-1-isopropyl-5,6-dihydro-1H-pyrrolo[3,4-b]pyrrol-4-one (Intermediate E) and 2-methoxyphenylboronic acid were used instead of 2-bromo-5-(5-chloro-2-methyl-phenyl)-6-(4-chloro-phenyl)-1-isopropyl-5,6-dihydro-1H-pyrrolo[3,4-b]pyrrol-4-one and 5-cyano-2-methoxyphenylboronic acid respectively. The title compound was obtained as a white solid. tR: 7.13 min (HPLC 2); ESI-MS: tR=1.20 min, [M+H]+522/524/526 (LC-MS 1); TLC: Rf=0.35 (95:5 CH2Cl2/MeOH); 1H-NMR (d6-DMSO, 600 MHz): 7.91 (m, 1H), 7.88 (m, 1H), 7.44 (m, 1H), 7.43 (m, 2H), 7.33 (m, 2H), 7.25 (m, 1H), 7.11 (m, 1H), 7.02 (m, 1H), 6.34 (s, 1H), 6.21 (s, 1H), 3.92 (m, 1H), 3.74 (s, 3H), 3.44 (s, 3H), 1.33 (m, 3H), 0.39 (m, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09365576B2 |
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| Source dataset | uspto-grants-2016_06 |
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| ORD ID | ord-ad6cff026408498a811153a289f39348 |
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| Source note | uspto-grants-2016_06 |
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