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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1825128Generated: November 2, 2026

Cesium carbonate → 6-[2-((R)-3-Hydroxy-pyrrol idine-1-carbonyl)-thieno[3,2-b]pyridin-7-yloxy]-1,2-dimethyl-1H-indole-3-carboxylic acid cyclopropylamide

https://huagongshe.com/reaction/1825128

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant7-chloro-2-[(R)-3-hydroxypyrrolidine-1-carbonyl]thieno[3,2-b]pyridineHCID 20767758—
Reactant1,2-dimethyl-6-hydroxy-1H-indole-3-carboxylic acid cyclopropylamideHCID 22143547—
Product6-[2-((R)-3-Hydroxy-pyrrol idine-1-carbonyl)-thieno[3,2-b]pyridin-7-yloxy]-1,2-dimethyl-1H-indole-3-carboxylic acid cyclopropylamideHCID 59990782—

Reaction Steps

This material was prepared by the reaction of (7-chloro-thieno[3,2-b]pyridin-2-yl)-((R)-3-hydroxy-pyrrolidin-1-yl)-methanone 4a with 6-hydroxy-1,2-dimethyl-1H-indole-3-carboxylic acid cyclopropylamide 20b and Cs2CO3 in a manner as previously described for example 1. 1H NMR (300 MHz, CD3OD) δ 8.50 (1H, d, J=5.5 Hz), 7.93 (1H, d, J=17.33 Hz), 7.80 (1H, d, J=8.6 Hz), 7.39 (1H, d, J=2.1 Hz), 7.05 (1H, dd, J=2.1, 8.6 Hz), 6.71 (1H, d, J=5.5 Hz), 4.54 (1H, bs), 4.11–4.00 (2H, m), 3.85–3.72(6H, m), 2.93–2.86(1H, m), 2.66 (3H, s), 2.19–2.07 (2H, m), 0.90–0.84 (2H, m), 0.76–0.68 (2H, m). LCMS (ESI+) [M+H]/z Calc'd 491. found 491.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07045528B2
Source datasetuspto-grants-2006_05
ORD IDord-549cc454e67647a8bb80384cdd88f38e
Source noteuspto-grants-2006_05