HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → N'-[6-(4-chlorophenyl)-7-(2,4-dichlorophenyl)-1-isobutyl-3-methoxy-2-oxo-1,2-dihydro-1,8-naphthyridin-4-yl]-N,N-dimethylimidoformamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Methoxyacetyl chloride | HCID 96623 | — |
| Reactant | 6-(2-Chlorophenyl)-5-(4-chlorophenyl)-2-(isobutylamino)pyridine-3-carbonitrile | HCID 68715054 | — |
| Reactant | N-(6-(2,4-dichlorophenyl)-5-(4-chlorophenyl)-3-cyanopyridin-2-yl)-N-isobutyl-2-methoxyacetamide | HCID 68716559 | — |
| Reactant | 4-amino-7-(2,4-dichlorophenyl)-6-(4-chlorophenyl)-1-isobutyl-3-methoxy-1,8-naphthyridin-2(1H)-one | HCID 68718166 | — |
| Product | N'-[6-(4-chlorophenyl)-7-(2,4-dichlorophenyl)-1-isobutyl-3-methoxy-2-oxo-1,2-dihydro-1,8-naphthyridin-4-yl]-N,N-dimethylimidoformamide | HCID 11307475 | — |
Reaction Steps
N-(6-(2,4-dichlorophenyl)-5-(4-chlorophenyl)-3-cyanopyridin-2-yl)-N-isobutyl-2-methoxyacetamide (prepared by the reaction of the product of Step A EXAMPLE 27 with 2-methoxyacetyl chloride using the conditions of EXAMPLE 62 Step A) was reacted with NaH using the conditions of EXAMPLE 80 affording 4-amino-7-(2,4-dichlorophenyl)-6-(4-chlorophenyl)-1-isobutyl-3-methoxy-1,8-naphthyridin-2(1H)-one which was treated to the conditions of EXAMPLE 85 to afford the title compound (E/Z mixture of isomers). HPLC/MS: 557.0 (M+1), 558.9 (M+3); Rt=3.70 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07728141B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-8b124af1c4444294b795ae920a47e0fd |
| Source note | uspto-grants-2010_06 |