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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1944110Generated: October 30, 2026

Citric Acid → HCID 66925750, compound

https://huagongshe.com/reaction/1944110

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantDiisopropylethylamineHCID 81531—
ReactantBenzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 151348—
ReactantTert-butyl 1,4-diazepane-1-carboxylateHCID 2756058—
SolventDichloromethaneHCID 6344—
ProductHCID 66925750HCID 66925750—

Reaction Steps

A mixture of the product of example 10a (340 mg), tert-butyl 1,4-diazepane-1-carboxylate (694 μl), DIPEA (2.4 ml) and BOP (1.9 g) in dichloromethane (15 ml) was stirred for 18 h at room temperature. The reaction mixture was poured into an aqueous citric acid solution (5%) and extracted with ethyl acetate. The organic layer was dried (MgSO4), filtered and concentrated in vacuo. The residue was purified by chromatography on silica gel in toluene/acetone [1/0→7/3 (v/v)] as eluent.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08394789B2
Source datasetuspto-grants-2013_03
ORD IDord-0a3bdfd907da4a2a80c17ef8ae1a9cb2
Source noteuspto-grants-2013_03