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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 875769Generated: October 30, 2026

Triethylamine → HCID 67045326, compound

https://huagongshe.com/reaction/875769

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant(3R)-3-Aminopiperidine, 3-BOC protectedHCID 1514172—
ReactantHCID 60205451HCID 60205451—
Solvent1-ButanolHCID 263—
ProductHCID 67045326HCID 6704532626.4%

Reaction Steps

A mixture of N-(5-bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-cyclopropylacetamide (204 mg, 0.654 mmol), (R)-tert-butyl piperidin-3-ylcarbamate (393 mg, 1.96 mmol), and triethylamine (182 μL, 1.31 mmol) in n-BuOH (5 mL) was processed as in Example 56. The crude was purified by C-18 reverse phase chromatography (Biotage 25M+) on Biotage SP4 unit eluting with a gradient of 15-85% CH3CN/water (25 CV) to provide (R)-tert-butyl 1-(5-bromo-3-(2-cyclopropylacetamido)-1H-pyrrolo[2,3-b]pyridin-4-yl)piperidin-3-ylcarbamate (85 mg, 26% yield) as a solid. LCMS (APCI+) m/z 492, 494 (M+H)+, Retention time=3.75 min (Method 2).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08981085B2
Source datasetuspto-grants-2015_03
ORD IDord-fbddbebe48f148d6b1cfb3299a2cf37f
Source noteuspto-grants-2015_03