HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 70003779, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Phenyl isocyanate | HCID 7672 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 70002371 | HCID 70002371 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 70003779 | HCID 70003779 | 70.5% |
Reaction Steps
The (RS)-(4-carbamimidoyl-phenylamino)-[5-ethoxy-2-fluoro-4-(2-hydroxy-ethoxy)-phenyl]-acetic acid ethyl ester hydrochloride (456 mg) described in example 1.6 was dissolved in THF (3 ml). DMF (3 ml), triethylamine (106 mg) and phenylisocyanate (131 mg) were added and the mixture was stirred for 3 h at room temperature. The reaction mixture was concentrated and purified by column chromatography (hexane/ethyl acetate) to give 380 mg of (RS)-[4-(Amino-phenylcarbamoylimino-methyl)-phenylamino]-[5-ethoxy-2-fluoro-4-(2-hydroxy-ethoxy)-phenyl]-acetic acid ethyl ester as a colorless foam. MS: 539 ([M+H]+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06548694B2 |
| Source dataset | uspto-grants-2003_04 |
| ORD ID | ord-a39ae50b1f3e4bf5b8d8806800e41b32 |
| Source note | uspto-grants-2003_04 |