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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 510169Generated: October 30, 2026

Dichloromethane → HCID 66764117, compound

https://huagongshe.com/reaction/510169

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantEthyl AcetateHCID 8857—
ReactantIodine chlorideHCID 24640—
Reactant2-(4-isopropylsulfonylphenyl)-5H-pyrrolo[2,3-b]pyrazineHCID 66764083—
SolventPyridineHCID 1049—
ProductHCID 66764117HCID 6676411746.79%

Reaction Steps

To 2-(4-isopropylsulfonylphenyl)-5H-pyrrolo[2,3-b]pyrazine (9 g, 29.86 mmol) in pyridine (90.00 mL) at RT was added a 1M solution of iodine monochloride in dichloromethane (32.85 mL of 1 M, 32.85 mmol). The resulting dark brown solution was stirred at RT for 4 hours then taken into EtOAc and washed with aqueous sodium thiosulphate/NaHCO3×2 then with brine, then dried over MgSO4 and concentrated under reduced pressure. The solid residue was triturated with acetonitrile, filtered and washed with acetonitrile, dried in vacuo to give the subtitle compound (5.97 g, 13.97 mmol, 46.79%). 1H NMR (400.0 MHz, DMSO) δ 12.72 (s, 1H), 9.03 (s, 1H), 8.46 (d, J=8.5 Hz, 2H), 8.23 (s, 1H), 8.01 (d, J=8.5 Hz, 2H), 3.49 (t, J=6.8 Hz, 1H) and 1.20 (d, J=6.8 Hz, 6H) ppm; MS (ES+) 428.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09096602B2
Source datasetuspto-grants-2015_08
ORD IDord-52fbf83a33ea45c1a2ef98f073b09f33
Source noteuspto-grants-2015_08