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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 985259Generated: October 29, 2026

Cesium carbonate → 6-[2-(Azetidine-1-carbonyl)-thieno[3,2-b]pyridin-7-yloxy]-1,2-dimethyl-1H-indole-3-carboxylic acid (3-hydroxy-propyl)-amide

https://huagongshe.com/reaction/985259

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant6-Hydroxy-1,2-dimethyl-1H-indole-3-carboxylic acid (3-hydroxy-propyl)-amideHCID 20767864—
Reactant2-(Azetidin-1-ylcarbonyl)-7-chlorothieno[3,2-b]pyridineHCID 22143549—
Product6-[2-(Azetidine-1-carbonyl)-thieno[3,2-b]pyridin-7-yloxy]-1,2-dimethyl-1H-indole-3-carboxylic acid (3-hydroxy-propyl)-amideHCID 20767856—

Reaction Steps

This material was prepared by the reaction of 2-(azetidin-1-ylcarbonyl)-7-chlorothieno[3,2-b]pyridine 25a with 6-hydroxy-1,2-dimethyl-1H-indole-3-carboxylic acid (3-hydroxy-propyl)-amide 63b and Cs2CO3 in a manner as previously described for example 1. 1H NMR (300 MHz, CD3OD) δ8.50 (1H, d, J=5.5 Hz), 7.89 (1H, d, J=8.7 Hz), 7.82 (1H, s), 7.40 (1H, s), 7.06 (1H, d, J=6.6 Hz), 6.72 (1H, d, J=5.5 Hz), 4.74-4.65 (2H, m), 4.31-3.68 (5H, m), 3.60-3.55 (2H, m), 2.68 (3H, s), 2.54-2.46 (2H, m), 1.95-1.87 (2H, m). LCMS (ESI+) [M+H]/z Calc'd 478, found 478.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06869962B2
Source datasetuspto-grants-2005_03
ORD IDord-a16af5106c5c43f580200eac78561cf2
Source noteuspto-grants-2005_03