HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Chloro-4-fluoroaniline → 2-[(5-Chloro-1-methyl-6-oxo-1,6-dihydro-pyridin-3-ylamino)-(4-chloro-2-methyl-phenyl)-methyl]-1-isopropyl-1H-pyrrole-3-carboxylic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Chloro-4-fluoroaniline | HCID 9708 | — |
| Reactant | 5-Amino-3-chloro-1-methyl-1,2-dihydropyridin-2-one | HCID 71756073 | — |
| Reactant | 2-[(4-chloro-2-methyl-phenyl)-hydroxy-methyl]-1-isopropyl-1H-pyrrole-3-carboxylic acid ethyl ester | HCID 86703096 | — |
| Reactant | 5-bromo-2-[(4-chloro-phenyl)-hydroxy-methyl]-1-isopropyl-1H-pyrrole-3-carboxylic acid methyl ester | HCID 86703101 | — |
| Product | 2-[(5-Chloro-1-methyl-6-oxo-1,6-dihydro-pyridin-3-ylamino)-(4-chloro-2-methyl-phenyl)-methyl]-1-isopropyl-1H-pyrrole-3-carboxylic acid ethyl ester | HCID 86703120 | — |
Reaction Steps
The title compound was prepared in analogy to the procedure described for Step D2, but 2-[(4-chloro-2-methyl-phenyl)-hydroxy-methyl]-1-isopropyl-1H-pyrrole-3-carboxylic acid ethyl ester (Step A4) and 5-amino-3-chloro-1-methyl-1H-pyridin-2-one (Step E5) were used instead of 5-bromo-2-[(4-chloro-phenyl)-hydroxy-methyl]-1-isopropyl-1H-pyrrole-3-carboxylic acid methyl ester and 3-chloro-4-fluoroaniline respectively to afford the title compound as a dark blue-green foam. tR: 5.19 min (HPLC 1); ESI-MS: tR=1.27 min, [M+H]+ 476/478/480 (LC-MS 1); TLC: Rf=0.53 (EtOAc).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09365576B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-ef2543a9323140388819871011e72a61 |
| Source note | uspto-grants-2016_06 |