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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1055983Generated: November 1, 2026

Pyrrolidine → HCID 89781942, compound

https://huagongshe.com/reaction/1055983

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyrrolidineHCID 31268—
ReactantOxalyl chlorideHCID 65578—
Reactant8-Bromoquinoline-2-carboxylic acidHCID 33695905—
ProductHCID 89781942HCID 8978194294.2%

Reaction Steps

This compound (365 mg, 94% yield) as a tan crystalline solid was prepared similarly to that described in Example 167a, using 8-bromoquinoline-2-carboxylic acid (Princeton BioMolecular Research, Monmouth Junction, N.J.; 320 mg, 1.27 mmol), oxalyl chloride (2.54 mmol), and pyrrolidine (0.10 mL, 1.27 mmol) as starting materials. 1H NMR (400 MHz, DMSO-d6) δ ppm 8.59 (1H, d, J=8.4 Hz), 8.23 (1H, dd, J=7.6, 1.2 Hz), 8.11 (1H, dd, J=8.2, 1.0 Hz), 8.01 (1H, d, J=8.6 Hz), 7.63 (1H, t, J=7.8 Hz), 3.98 (2H, t, J=6.5 Hz), 3.61 (2H, t, J=6.5 Hz), 1.95 (4H, m). m/z (ESI, +ve) 307/307 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09394297B2
Source datasetuspto-grants-2016_07
ORD IDord-7f1e2f8f7b7842b683f410edeb812bb5
Source noteuspto-grants-2016_07