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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1825118Generated: November 4, 2026

Triethylamine → tert-Butyl {1-[(7-chlorothieno[3,2-b]pyridin-2-yl)carbonyl]pyrrolidin-3-yl}methylcarbamate

https://huagongshe.com/reaction/1825118

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactanttert-butyl N-((pyrrolidin-3-yl)methyl)carbamateHCID 4250767—
ReactantLithium 7-chlorothieno[3,2-b]pyridine-2-carboxylateHCID 23677819—
SolventThionyl ChlorideHCID 24386—
Producttert-Butyl {1-[(7-chlorothieno[3,2-b]pyridin-2-yl)carbonyl]pyrrolidin-3-yl}methylcarbamateHCID 2076794260%

Reaction Steps

This material was prepared from 7-chlorothieno[3,2-b]pyridine-2-carboxylic acid lithium salt (2.27 g, 10.33 mmole), SOCl2 (10 ml), tert-butyl pyrrolidin-3-ylmethylcarbamate 44a (2.07 g, 10.33 mmole) and Et3N (1.44 ml, 10.33 mmole) in a manner as previously described for example 9d to give a yellow solid (2.44 g, 60%). 1H NMR (300 MHz, CDCl3) δ 7.85 (1H, s), 7.34 (1H, d, J=5.1 Hz), 4.73 (1H, s), 3.96 (1H, m), 3.85 (1H, m), 3.70 (1H, m), 3.55 (1H, m), 3.42 (1H, m), 3.22 (2H, m), 2.54 (1H, m), 2.12 (1H, m), 1.43, 1.41 (9H, s); ESIMS (M+): 396.05.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07045528B2
Source datasetuspto-grants-2006_05
ORD IDord-9c60ca1d17ef44eaa72a81e6ee8ed99d
Source noteuspto-grants-2006_05