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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1971252Generated: November 1, 2026

Diisopropylethylamine → HCID 59451929, compound

https://huagongshe.com/reaction/1971252

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantBenzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 151348—
Reactant(3R)-(+)-3-(tert-Butoxycarbonylamino)pyrrolidineHCID 1514397—
ReactantHCID 59451916HCID 59451916—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 59451929HCID 59451929—

Reaction Steps

To a solution of 5-{[(1-adamantylmethyl)amino]carbonyl}imidazo[1,2-a]pyridine-2-carboxylic acid (25 mg, 0.071 mmol) in DMF (2 mL) is sequentially added 0.05 mL of DIEA, 15.8 mg of tert-butyl (3R)-pyrrolidin-3-ylcarbamate (0.085 mmol) and 37.6 mg of BOP (0.085 mmol). After stirring for 2 h at RT, the reaction mixture is diluted with EtOAc and water. The organic layer is separated, and the aqueous layer is back extracted with EtOAc. The combined organic layers are washed with water and brine, dried over sodium sulfate, and concentrated. Purification of the residue by PTLC (8% MeOH, 1% NH4OH in DCM) affords the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08431593B2
Source datasetuspto-grants-2013_04
ORD IDord-402be0b14637459688677ba0779069b8
Source noteuspto-grants-2013_04