HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,3-Dimethyl-1H-pyrazol-5-amine → 2-Bromo-5-[5-chloro-1-(4-methoxy-benzyl)-2-oxo-1,2-dihydro-pyridin-3-yl]-6-(4-chloro-phenyl)-1-isopropyl-5,6-dihydro-1H-pyrrolo[3,4-b]pyrrol-4-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,3-Dimethyl-1H-pyrazol-5-amine | HCID 520721 | — |
| Reactant | 5-bromo-2-[(4-chloro-phenyl)-hydroxy-methyl]-1-isopropyl-1H-pyrrole-3-carboxylic acid methyl ester | HCID 86703101 | — |
| Reactant | 3-amino-5-chloro-1-(4-methoxy-benzyl)-1H-pyridin-2-one | HCID 86703152 | — |
| Reactant | 5-bromo-2-[(4-cyano-phenyl)-hydroxy-methyl]-1-isopropyl-1H-pyrrole-3-carboxylic acid methyl ester | HCID 86703155 | — |
| Product | 2-Bromo-5-[5-chloro-1-(4-methoxy-benzyl)-2-oxo-1,2-dihydro-pyridin-3-yl]-6-(4-chloro-phenyl)-1-isopropyl-5,6-dihydro-1H-pyrrolo[3,4-b]pyrrol-4-one | HCID 86703165 | — |
Reaction Steps
The title compound was prepared in analogy to the procedure described for Intermediate AX but in the step corresponding to Step AX1, 5-bromo-2-[(4-chloro-phenyl)-hydroxy-methyl]-1-isopropyl-1H-pyrrole-3-carboxylic acid methyl ester (step D3) and 3-amino-5-chloro-1-(4-methoxy-benzyl)-1H-pyridin-2-one (Step AH1) were used instead of 5-bromo-2-[(4-cyano-phenyl)-hydroxy-methyl]-1-isopropyl-1H-pyrrole-3-carboxylic acid methyl ester and 2,5-dimethyl-2H-pyrazol-3-ylamine respectively. The title compound was obtained as a white solid. tR: 1.38 min (HPLC 3); ESI-MS: tR=1.35 min, [M+H]+ 600/602/604 (LC-MS 1); TLC: Rf=0.46 (1:1 EtOAc/heptanes).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09365576B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-325b5f9b3e254af4b1b53c3fa13fbb59 |
| Source note | uspto-grants-2016_06 |