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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1619880Generated: November 1, 2026

Water → HCID 66698088, compound

https://huagongshe.com/reaction/1619880

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantN,N-DimethylethylenediamineHCID 66053—
ReactantBenzyl 3-(chlorosulfonyl)pyrrolidine-1-carboxylateHCID 53229936—
SolventDichloromethaneHCID 6344—
ProductHCID 66698088HCID 6669808888%

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution of 3-chlorosulfonyl-pyrrolidine-1-carboxylic acid benzyl ester (110 mg, 0.362 mmol) in CH2Cl2 (1.5 mL) was added to a solution of N,N-dimethylethylenediamine (0.20 mL, 1.83 mmol) in CH2Cl2 (1 mL) at 0° C. The mixture was stirred at 0° C. for 10 min, and then warmed to room temperature and stirred for 1 hr. Water was added and the phases were separated. The aqueous phase was extracted with CH2Cl2 (2 x), the combined organic extracts were dried (Na2SO4), and the solvent was removed under vacuum to give benzyl 3-({[2-(dimethylamino)ethyl]amino}sulfonyl)-1-pyrrolidinecarboxylate (102 mg, 88%), which was used in the next step without further purification: 1H NMR (CDCl3) δ 7.36-7.29 (m, 5H), 5.14 (d, J=1.8 Hz, 2H), 3.80-3.72 (m, 4H), 3.50 (m, 1H), 3.16 (br s, 2H), 2.42 (t, J=5.7 Hz, 2H), 2.31 (m, 2H), 2.21 (s, 6H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08772287B2
Source datasetuspto-grants-2014_07
ORD IDord-b3e8e3cf063a49a790d86cd023a9d49f
Source noteuspto-grants-2014_07