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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2275550Generated: October 31, 2026

Diisopropylethylamine → 1'-{[1-(4-Phenoxyphenyl)cyclopropyl]carbonyl}-3H-spiro[furo[3,4-c]pyridine-1,3'-pyrrolidin]-3-one

https://huagongshe.com/reaction/2275550

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantBenzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 151348—
Reactant1-(4-Phenoxyphenyl)cyclopropanecarboxylic acidHCID 66661777—
Reactant3H-spiro[furo[3,4-c]pyridine-1,3'-pyrrolidin]-3-one dihydrochlorideHCID 66662175—
SolventDimethylformamideHCID 6228—
Product1'-{[1-(4-Phenoxyphenyl)cyclopropyl]carbonyl}-3H-spiro[furo[3,4-c]pyridine-1,3'-pyrrolidin]-3-oneHCID 66662298—

Reaction Steps

A mixture of 1-(4-phenoxyphenyl)cyclopropanecarboxylic acid (15 mg, 0.059 mmol), 3H-spiro[furo[3,4-c]pyridine-1,3′-pyrrolidin]-3-one dihydrochloride (16 mg, 0.059 mmol), benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate (27.4 mg, 0.062 mmol), and N,N-diisopropylethylamine (36 ul, 0.21 mmol) in N,N-dimethylformamide (1 ml) was stirred at room temperature for 4 hours. The desired product then was obtained from the mixture by prep-HPLC (6.2 mg, 25%). LCMS: m/z 427.1 (M+H)+; 449.1 (M+Na)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09126927B2
Source datasetuspto-grants-2015_09
ORD IDord-d3980fc7d810475f8f4da0f9ad5c0a75
Source noteuspto-grants-2015_09