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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1375004Generated: October 31, 2026

1-Methyl-1H-pyrazole-4-carbaldehyde → HCID 57305885, compound

https://huagongshe.com/reaction/1375004

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Methyl-1H-pyrazole-4-carbaldehydeHCID 573117—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantHCID 53740990HCID 53740990—
SolventDichloromethaneHCID 6344—
ProductHCID 57305885HCID 5730588591.8%

Reaction Steps

Sodium triacetoxyborohydride (0.3 g) was added in portions to a mixture of (2R)-1-[3,5-bis(trifluoromethyl)-benzoyl]-2-[3-[(2-methoxyethoxy)methoxy]-4-methylbenzyl]-piperazine (0.5 g) and 1-methyl-1H-pyrazole-4-carboxaldehyde (0.12 g) in dichloromethane (10 ml) and the whole was stirred at room temperature for 1 hour. The mixture was washed with sodium hydrogen carbonate aqueous solution, dried over magnesium sulfate and evaporated under reduced pressure. The residue was purified by column chromatography on silica gel using ethyl acetate as an eluent. The fractions containing the objective compound were collected and evaporated in vacuo to give (2R)-1-[3,5-bis(trifluoromethyl)benzoyl]-2-[3-[(2-methoxyethoxy)methoxy]-4-methylbenzyl]-4-[(1-methyl-1H-pyrazol-4-yl)methyl]piperazine (0.54 g) as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07166598B2
Source datasetuspto-grants-2007_01
ORD IDord-d244733c373e4f7fab3ea480c9818262
Source noteuspto-grants-2007_01