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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1944122Generated: November 2, 2026

Citric Acid → HCID 58147649, compound

https://huagongshe.com/reaction/1944122

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantDiisopropylethylamineHCID 81531—
ReactantTert-butyl 1,4-diazepane-1-carboxylateHCID 2756058—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
SolventDichloromethaneHCID 6344—
ProductHCID 58147649HCID 58147649—

Reaction Steps

HATU (1.71 g), [1,4]diazepane-1-carboxylic acid tert-butyl ester (0.813 ml) and DIPEA (3.58 ml) were added to a solution of the product of example 104b (470 mg) in dichloromethane (20 ml). After stirring for 2 h at room temperature, the reaction mixture was poured in an aqueous citric acid solution (10%) and extracted with ethyl acetate. The organic layer was washed with a sat. aqueous NaHCO3 solution, dried (MgSO4), filtered and concentrated in vacuo. The residue was purified by chromatography on silica in toluene/acetone [100/0→3/1 (v/v)] as eluent.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08394789B2
Source datasetuspto-grants-2013_03
ORD IDord-0578fcd9418140baaf89c27f395e1bfc
Source noteuspto-grants-2013_03