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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 516410Generated: October 31, 2026

Water → HCID 66698088, compound

https://huagongshe.com/reaction/516410

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×), 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 numberUS09108980B2
Source datasetuspto-grants-2015_08
ORD IDord-c015150778294db2b29da11ebed61007
Source noteuspto-grants-2015_08