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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1241418Generated: October 31, 2026

Methyl Isocyanate → Benzyl 4-{1-[(methylamino)carbonyl]pyrrolidin-3-yl}piperazine-1-carboxylate

https://huagongshe.com/reaction/1241418

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl IsocyanateHCID 12228—
ReactantDiisopropylethylamineHCID 81531—
ReactantBenzyl 4-(pyrrolidin-3-yl)piperazine-1-carboxylateHCID 21934646—
SolventDichloromethaneHCID 6344—
ProductBenzyl 4-{1-[(methylamino)carbonyl]pyrrolidin-3-yl}piperazine-1-carboxylateHCID 21934712—

Reaction Steps

45-3 (0.27 g, 0.93 mmol) was dissolved in methylene chloride (4 mL) and DIEA (0.60 g, 4.67 mmol) and then a methylene chloride solution (1 mL) of methylisocyanate (0.050 g, 0.93 mmol) was added. The solution was then stirred for 30 minutes, after which it was concentrated and purified on a C18 preparative hplc column to afford 45-4. 1H-NMR (CD3OD): 7.37(m, 5H); 5.17(s, 2H); 3.89(m, 4H); 3.59(m, 4H); 3.36(m, 5H); 2.74(s, 3H); 2.47(m, 1H); 2.24(m, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07115597B2
Source datasetuspto-grants-2006_10
ORD IDord-2123b7dd04d34171be46c2d64bac2f91
Source noteuspto-grants-2006_10