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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1470760Generated: October 26, 2026

Isobutanol → (S)-N-{1-[4-(2'-Isobutoxy-3,4,5,6-tetrahydro-2H-[1,4']bipyridinyl-4-yl)-phenyl]-ethyl}-acetamide

https://huagongshe.com/reaction/1470760

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsobutanolHCID 6560—
ReactantSodium hydrideHCID 24758—
Reactant(S)-N-{1-[4-(2'-Fluoro-3,4,5,6-tetrahydro-2H-[1,4']bipyridinyl-4-yl)-phenyl]-ethyl}-acetamideHCID 67125408—
Solvent1,4-DioxaneHCID 31275—
Product(S)-N-{1-[4-(2'-Isobutoxy-3,4,5,6-tetrahydro-2H-[1,4']bipyridinyl-4-yl)-phenyl]-ethyl}-acetamideHCID 67970651—

Reaction Conditions

Temperature130 °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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09006450B2
Source datasetuspto-grants-2015_04
ORD IDord-e8389fea41d0405d9266c78e3b45f0f9
Source noteuspto-grants-2015_04