HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isobutanol → (S)-N-{1-[4-(2'-Isobutoxy-3,4,5,6-tetrahydro-2H-[1,4']bipyridinyl-4-yl)-phenyl]-ethyl}-acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isobutanol | HCID 6560 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | (S)-N-{1-[4-(2'-Fluoro-3,4,5,6-tetrahydro-2H-[1,4']bipyridinyl-4-yl)-phenyl]-ethyl}-acetamide | HCID 67125408 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | (S)-N-{1-[4-(2'-Isobutoxy-3,4,5,6-tetrahydro-2H-[1,4']bipyridinyl-4-yl)-phenyl]-ethyl}-acetamide | HCID 67970651 | — |
Reaction Conditions
| Temperature | 130 °C |
|---|
Reaction Steps
To a mixture of 34 mg (0.10 mmol) (S)—N-{1-[4-(2′-fluoro-3,4,5,6-tetrahydro-2H-[1,4′]bipyridinyl-4-yl)-phenyl]-ethyl}-acetamide (XIX.1) and 74 mg (1.0 mmol) isobutyl alcohol in 2 mL dioxane is added 20 mg (0.50 mmol) NaH (60% in mineral oil). The mixture is stirred at 130° C. for 12 h. The solvent is removed in vacuo and the residue is purified by HPLC (RP X-Bridge; water (+0.1% TFA)/MeOH) to yield the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09006450B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-e8389fea41d0405d9266c78e3b45f0f9 |
| Source note | uspto-grants-2015_04 |