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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 339678Generated: October 30, 2026

Ammonia → Tert-butyl(1-(2-(7-(hydroxymethyl)-[1,2,4]triazolo[4,3-a]pyridin-3-yl)quinolin-8-yl)piperidin-4-yl)methylcarbamate

https://huagongshe.com/reaction/339678

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantTert-butyl (1-(2-(7-formyl-[1,2,4]triazolo[4,3-a]pyridin-3-yl)quinolin-8-yl)piperidin-4-yl)methylcarbamateHCID 86654350—
SolventAcetic AcidHCID 176—
SolventIsopropanolHCID 3776—
SolventDichloromethane methanolHCID 21226129—
ProductTert-butyl(1-(2-(7-(hydroxymethyl)-[1,2,4]triazolo[4,3-a]pyridin-3-yl)quinolin-8-yl)piperidin-4-yl)methylcarbamateHCID 13173090329.2%

Reaction Steps

To tert-butyl(1-(2-(7-formyl-[1,2,4]triazolo[4,3-a]pyridin-3-yl)quinolin-8-yl)piperidin-4-yl)methylcarbamate (10 mg, 0.021 mmol) in DCM/MeOH (1 mL/1 mL) was added NH3 in IPA (0.1 mL, 2M) and HOAc (0.2 mL), followed by NaB(OAc)3H (13 mg, 0.062 mmol). The reaction was stirred for 5 hours and then concentrated. The crude material was purified by silica gel chromatography (DCM/MeOH/NH4OH 20:1:0.1) to provide the desired product (3 mg). MS ESI (+) m/z 489 (M+1) detected.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08895550B2
Source datasetuspto-grants-2014_11
ORD IDord-0282a01cc8ec4b15bf42c83c9a889cb5
Source noteuspto-grants-2014_11