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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1897487Generated: October 30, 2026

HCID 67412477, compound → (s)-5-(2,4-Difluorophenoxy)-1-isobutyl-1h-indazole-6-carboxylic acid (1-hydroxymethyl-3-isopropylaminopropyl)-amide

https://huagongshe.com/reaction/1897487

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 67412477HCID 67412477—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product(s)-5-(2,4-Difluorophenoxy)-1-isobutyl-1h-indazole-6-carboxylic acid (1-hydroxymethyl-3-isopropylaminopropyl)-amideHCID 6741166960%

Reaction Steps

To a solution of (S)—N-(4-((4-methoxybenzyl)(isopropyl)amino)-1-hydroxybutan-2-yl)-5-(2,4-difluorophenoxy)-1-isobutyl-1H-indazole-6-carboxamide (0.020 g, 0.033 mmol) in MeOH (5 mL) was added wet Pd/C (0.020 g, 10% by weight). The mixture was purged with hydrogen several times and then stirred at room temperature under H2 atmosphere for 5 hours. The catalyst was removed by filtration and the filtrate was concentrated under reduced pressure. The residue was chromatographed eluting with 10% MeOH in dichloromethane with 2% triethylamine to provide 9.4 mg colorless gel (60% yield). MS (ESI+) m/z 475 (M+1) detected; 1H NMR (400 mHz, CDCl3) δ 8.40 (d, 1H), 8.31 (s, 1H), 7.87 (s, 1H), 7.13 (m, 1H), 7.03 (s, 1H), 7.01 (m, 1H), 6.91 (m, 1H), 4.33 (m, 1H), 4.22 (d, 2H), 3.69 (m, 2H), 2.69 (m, 2H), 2.37 (m, 2H), 1.32 (m, 2H), 1.09 (d, 3H), 1.01 (d, 3H), 0.93 (d, 6H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08518983B2
Source datasetuspto-grants-2013_08
ORD IDord-fcc326fa8c06422b8c1febc823395da3
Source noteuspto-grants-2013_08