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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1846826Generated: November 2, 2026

{3-[2-Chloro-5-(3,6-dihydro-2H-pyran-4-YL)-pyrimidin-4-yloxy]-cyclobutyl}-carbamic acid tert-butyl ester → {3-[5-(Tetrahydro-pyran-4-YL)-pyrimidin-4-yloxy]-cyclobutyl}-carbamic acid tert-butyl ester

https://huagongshe.com/reaction/1846826

Reaction equation

Participants

RoleNameHCIDCharge
Reactant{3-[2-Chloro-5-(3,6-dihydro-2H-pyran-4-YL)-pyrimidin-4-yloxy]-cyclobutyl}-carbamic acid tert-butyl esterHCID 58548678—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product{3-[5-(Tetrahydro-pyran-4-YL)-pyrimidin-4-yloxy]-cyclobutyl}-carbamic acid tert-butyl esterHCID 5854857360%

Reaction Steps

To a solution of {3-[2-chloro-5-(3,6-dihydro-2H-pyran-4-yl)-pyrimidin-4-yloxy]-cyclobutyl}-carbamic acid tert-butyl ester (2.2 g, 5.76 mmol) in MeOH (40 mL) was added Pd/C (1.0 g). The reaction solution was stirred at room temperature overnight under H2 atmosphere. LCMS showed that the staring material was consumed completely. The mixture was filtered and concentrated to give the product (1.2 g, 3.44 mmol, yield: 60%). ESI-MS (M+1): 350 calc. for C18H27N3O4 349.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08952037B2
Source datasetuspto-grants-2015_02
ORD IDord-fc43c157efdd454f9930d80a2d072255
Source noteuspto-grants-2015_02