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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 415653Generated: October 28, 2026

3-(5-Allyl-thiazolo[5,4-b]pyridin-2-ylmethoxy)-2,6-difluoro-benzamide → 2,6-Difluoro-3-(5-propyl-thiazolo[5,4-b]pyridin-2-ylmethoxy)-benzamide

https://huagongshe.com/reaction/415653

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-(5-Allyl-thiazolo[5,4-b]pyridin-2-ylmethoxy)-2,6-difluoro-benzamideHCID 66619744—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product2,6-Difluoro-3-(5-propyl-thiazolo[5,4-b]pyridin-2-ylmethoxy)-benzamideHCID 6662073643.8%

Reaction Conditions

Temperature25 °C

Reaction Steps

To a solution of 3-(5-Allyl-thiazolo[5,4-b]pyridin-2-ylmethoxy)-2,6-difluoro-benzamide (0.018 g, 0.049 mmol) in 5 ml of anhydrous methanol was added Pd—C (10%, 5 mg) and the reaction mixture was stirred at 25° C. for 12 h under hydrogen atmosphere. The reaction mixture was filtered over the bed of celite and the filtrate was evaporated to dryness under reduced pressure to give the title compound as white solid (0.0078 g, 43%). 1H NMR (DMSO-d6, 400 MHz); δ 0.91 (m, 3H), 1.65 (m, 2H), 2.74 (m, 2H), 5.69 (s, 2H), 7.12 (m, 1H), 7.39 (m, 1H), 7.90 (br s, 1H), 8.18 (br s, 1H), 8.27 (br s, 1H) and 8.52 (br s, 1H). MS ES+ (364.11), HPLC (method I) Rt=15.85 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08088791B2
Source datasetuspto-grants-2012_01
ORD IDord-7415ddf9d84b4db986dc116561dd3f79
Source noteuspto-grants-2012_01