Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1508131Generated: November 1, 2026

Dimethylformamide → HCID 59457537, compound

https://huagongshe.com/reaction/1508131

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantStannane, tributyl(1-ethoxyethenyl)-HCID 619414—
ReactantHCID 59457533HCID 59457533—
CatalystHCID 178418397HCID 178418397—
SolventEthyl AcetateHCID 8857—
ProductHCID 59457537HCID 5945753743%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a round bottom flask containing 4-cyano-1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazole-2-carboxylic acid [6-bromo-2-(4,4-dimethyl-cyclohex-1-enyl)-pyridin-3-yl]-amide (as prepared in Example 56, step (c), 32 mg, 0.060 mmol), Pd(PPh3)4 (7 mg, 0.006 mmol), and tributyl-(1-ethoxy-vinyl)-stannane (30 mg, 0.080 mmol) was added DMF (0.7 mL) and the resultant solution was allowed to stir at 100° C. overnight. The reaction was diluted with EtOAc (25 mL), washed with water (2×25 mL), dried (Na2SO4) and concentrated in vacuo. Purification of the residue by preparative TLC (20% EtOAc-hexanes) afforded 12 mg (43%) of the title compound as an oil. Mass spectrum (ESI, m/z): Calcd. for C28H39N5O3Si, 522.2 (M+H). found 522.3.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09221797B2
Source datasetuspto-grants-2015_12
ORD IDord-ed05e0ee0b27489d8fd4db4462d45db5
Source noteuspto-grants-2015_12