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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1914897Generated: November 2, 2026

Ethyl Acetate → HCID 67237827, compound

https://huagongshe.com/reaction/1914897

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantPotassium trimethylsilanolateHCID 23668039—
ReactantHCID 68313344HCID 68313344—
SolventDichloromethaneHCID 6344—
SolventTetrahydrofuranHCID 8028—
SolventHexaneHCID 8058—
ProductHCID 67237827HCID 6723782792.5%

Reaction Conditions

Temperature30 °C

Reaction Steps

Potassium trimethyl silanolate (0.105 g, 0.8256 mmol) was added to a solution of 1-(2-(benzyloxymethyl)cyclopropylsulfonyl)-4,5-difluoro-3-(2-fluoro-4-iodophenyl)-1H-benzofuro[6,7-d]imidazol-2(3H)-one (I-37a: 0.180 g, 0.2752 mmol) in THF (5 mL) at 0° C. The reaction mass was stirred for 2 hours at 20-40° C. The reaction was monitored by TLC (30% ethyl acetate in hexane). The reaction mass was diluted with DCM (50 mL) and partitioned between water and DCM. The organic layer was washed with water, brine solution and concentrated under reduced pressure to afford 0.160 g of the crude product which was used in the next step without further purification. 1H NMR (CDCl3, 300 MHz): δ 7.52 (d, 1H), 7.40 (d, 1H), 7.32 (t, 1H), 7.20-7.26 (m, 5H), 7.20 (bs, 1H), 6.92 (d, 1H), 632-6.39 (m, 2H), 4.48 (s, 2H), 3.25 (q, 2H), 2.52 (q, 1H), 1.52-1.53 (m, 1H), 1.20-1.23 (m, 1H), 0.90-1.01 (m, 1H). LCMS: 93.86%, m/z=627.9 (M-1). HPLC: 95.59%

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08614239B2
Source datasetuspto-grants-2013_12
ORD IDord-adcd7d7e1cd64da3924939efcd88dbc1
Source noteuspto-grants-2013_12