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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 722402Generated: October 29, 2026

Ammonium formate → Compound 18

https://huagongshe.com/reaction/722402

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium formateHCID 2723923—
Reactant1-{(1S)-2-[4-((2S,3R)-6-(benzyloxy)-3-{4-[(triisopropylsilyl)oxy]phenyl}-2,3-dihydro-1,4-benzoxathiin-2-yl)phenoxy]-1-methylethyl}pyrolidineHCID 58743061—
CatalystPalladiumHCID 23938—
SolventEthanol ethyl acetate waterHCID 86601158—
ProductCompound 18HCID 449208—

Reaction Conditions

Temperature80 °C

Reaction Steps

A stirred mixture of 102 mg (0.14 mmol) of compound 10a, generated in Example 10, Step A, 30.6 mg (0.29 mmol) of palladium black and 181.2 mg (0.29 mmol) ammonium formate in 3 mL of EtOH/EtOAc/H2O (7:2:1) was heated at 80° C. for 2 h. The reaction mixture was filtered through a pad of Celite® to remove the catalyst, washed thoroughly with EtOH/EtOAc/H2O (7:2:1), and the filtrate was partitioned between water and EtOAc. The organic phase was separated, dried over Na2SO4, filtered, evaporated, and dried in vacuo to give the crude product which was used without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07138426B2
Source datasetuspto-grants-2006_11
ORD IDord-1ce3b14e8f5048ebb4648f2a35f88b26
Source noteuspto-grants-2006_11