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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1621271Generated: October 31, 2026

1,1-Dichloroethane → HCID 4088536, compound

https://huagongshe.com/reaction/1621271

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1-DichloroethaneHCID 6365—
Reactant3-Amino-5-methylisoxazoleHCID 66172—
ReactantDiisopropylethylamineHCID 81531—
Reactant(1H-Indol-3-ylsulfanyl)-acetic acidHCID 590707—
Reactant1-(Chloro-1-pyrrolidinylmethylene)pyrrolidinium HexafluorophosphateHCID 2736652—
ProductHCID 4088536HCID 408853671%

Reaction Steps

2-((1H-indol-3-yl)thio)acetic acid (650 mg, 3.14 mmol) from Step B, 3-amino-5-methyl-isoxazole (616 mg, 6.28 mmol), PyClu (2.00 g, 6.28 mmol), and DIEA (1.36 mL, 7.85 mmol) were added to dichloroethane (25 mL) and microwave irradiated at 110° C. for 20 minutes. The solvent was removed in vacuo and the remaining residue purified on a silica gel column (0-70% ethyl acetate:hexanes over 33 min) to yield the desired product (642 mg, 2.23 mmol, 71% yield). LCMS>99% at 214 nm, RT=1.23 min, m/z=288 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08772509B2
Source datasetuspto-grants-2014_07
ORD IDord-178121c4e56d4f31b1a6aa24e23d7dd0
Source noteuspto-grants-2014_07