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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2283401Generated: October 31, 2026

HCID 117874814, compound → {1-[5-({3-[(1R)-1-aminopropyl]-6-chloro-2-fluorophenyl}carbonyl)pyridin-2-yl]-1H-pyrazol-4-yl}methanol

https://huagongshe.com/reaction/2283401

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 117874814HCID 117874814—
ReactantDibal-H thfHCID 131729343—
SolventTetrahydrofuranHCID 8028—
Product{1-[5-({3-[(1R)-1-aminopropyl]-6-chloro-2-fluorophenyl}carbonyl)pyridin-2-yl]-1H-pyrazol-4-yl}methanolHCID 8954500810.8%

Reaction Conditions

Temperature0 °C

Reaction Steps

To ethyl 1-[5-({3-[(1R)-1-aminopropyl]-6-chloro-2-fluorophenyl}carbonyl)pyridin-2-yl]-1H-pyrazole-4-carboxylate (Example 41) (0.154 g, 0.358 mmol) in THF (4 ml) at 0° C. was added 1M DiBAL-H/THF (0.78 ml, 0.787 mmol) stirred at 0° C. for 15 minutes allowed to warm to ambient, further 1M DiBAL-H/THF (0.78 ml, 0.787 mmol) added left further 30 minutes at ambient. Reaction quenched with Rochelles salt and extracted with EtOAc. The organic phase was dried (Na2SO4), filtered and concentrated, purified by Prep HPLC to give {1-[5-({3-[(1R)-1-aminopropyl]-6-chloro-2-fluorophenyl}carbonyl)pyridin-2-yl]-1H-pyrazol-4-yl}methanol (0.015 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09145354B2
Source datasetuspto-grants-2015_09
ORD IDord-e777b9222d1d42538b63c869b45ea75a
Source noteuspto-grants-2015_09