Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Hydroxyamine hydrochloride | HCID 443297 | — |
| Reactant | HCID 77702306 | HCID 77702306 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178468073 | HCID 178468073 | 99.3% |
Reaction Steps
To a solution of (RS)-(2-[4-(6-amino-pyridin-3-yl)-2,6-difluoro-phenyl]-N-(4-carbamimidoyl-benzyl)-2-ethoxy-acetamide hydrochloride (example 271, 60 mg) in DMF (1 ml) were added hydroxylamine hydrochloride (27 mg) and triethylamine (38 mg). The mixture was stirred at 50° C. for 2.5 h. After cooling to rt, the mixture was partitioned between EtOAc and ice water and extracted with EtOAc. The organic phase was washed with water, dried, filtered and concentrated to give (RS)2-[4-(6-amino-pyridin-3-yl)-2,6-difluoro-phenyl]-2-ethoxy-N-[4-(N-hydroxycarbamimidoyl)-benzyl]-acetamide (57 mg). Colorless solid. MS 456.0 ([M+H]+)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07129238B2 |
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| Source dataset | uspto-grants-2006_10 |
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| ORD ID | ord-1c60df71e729483881d8138d16fb55ef |
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| Source note | uspto-grants-2006_10 |
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