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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1467336Generated: November 2, 2026

Hydrochloric Acid → HCID 67996739, compound

https://huagongshe.com/reaction/1467336

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantLithium HydroxideHCID 3939—
ReactantHCID 86681281HCID 86681281—
SolventMethanolHCID 887—
SolventDiethyl EtherHCID 3283—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67996739HCID 6799673968.8%

Reaction Steps

LiOH (1M, aqueous) (3.0 ml, 3.00 mmol) was added to a stirred mixture of (2S,5R)-methyl 1-(2-fluoro-6-methoxybenzyl)-5-(3-(2-methylpyridin-4-yl)-1H-indazole-5-carboxamido)piperidine-2-carboxylate (1 g, 1.881 mmol) in THF (30 ml) & MeOH (10 ml) and the mixture was stirred at room temperature for Overnight. The reaction LCMS showed most starting material (M+1=532), but tlc showed product, another 3 ml of LiOH was added to the r×n, stirred for one day, LCMS gave M+H at 518, tlc showed completion. The reaction was treated 1 N HCl in ether, 6 ml, 1 eq, and rotovap to dryness and the residue was purified by column chromatography on silica gel Biotage 40M, eluting with 20% MeOH/CH2Cl2 to give the titled compound as a off-white (0.67 g, 68.8% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08999957B2
Source datasetuspto-grants-2015_04
ORD IDord-75fdcbf7899742b8847411b98fbbaeac
Source noteuspto-grants-2015_04