HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-Amino-3-chloro-1-methyl-1,2-dihydropyridin-2-one → 2-bromo-5-[(5-chloro-1-methyl-6-oxo-1,6-dihydro-pyridin-3-ylamino)-(4-chloro-phenyl)-methyl]-1-isopropyl-1H-pyrrole-3,4-dicarboxylic acid diethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-Amino-3-chloro-1-methyl-1,2-dihydropyridin-2-one | HCID 71756073 | — |
| Reactant | 2-[(4-chloro-phenyl)-hydroxy-methyl]-1-isopropyl-1H-pyrrole-3-carboxylic acid ethyl ester | HCID 86703105 | — |
| Reactant | 3-Amino-5-chloro-1-methylpyridin-2(1H)-one | HCID 86703118 | — |
| Reactant | 2-bromo-5-[(4-chloro-phenyl)-hydroxy-methyl]-1-isopropyl-1H-pyrrole-3,4-dicarboxylic acid diethyl ester | HCID 86703164 | — |
| Product | 2-bromo-5-[(5-chloro-1-methyl-6-oxo-1,6-dihydro-pyridin-3-ylamino)-(4-chloro-phenyl)-methyl]-1-isopropyl-1H-pyrrole-3,4-dicarboxylic acid diethyl ester | HCID 86703163 | — |
Reaction Steps
The title compound was prepared in analogy to the procedure described for Step L3 but 2-bromo-5-[(4-chloro-phenyl)-hydroxy-methyl]-1-isopropyl-1H-pyrrole-3,4-dicarboxylic acid diethyl ester (Step BM2) and 5-amino-3-chloro-1-methyl-1H-pyridin-2-one (Step E5) were used instead of 2-[(4-chloro-phenyl)-hydroxy-methyl]-1-isopropyl-1H-pyrrole-3-carboxylic acid ethyl ester and 3-amino-5-chloro-1-methyl-1H-pyridin-2-one respectively. The title compound was obtained as a blue foam. tR: 1.28 min (HPLC 3); ESI-MS: tR=1.25 min, [M+H]+ 612/614/616 (LC-MS 1); TLC: Rf=0.17 (2:1 EtOAc/heptanes).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09365576B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-9ae43fe3256d4d959e0994dc1a3ff404 |
| Source note | uspto-grants-2016_06 |