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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 81518Generated: October 30, 2026

HCID 86650249, compound → [5-(3-Amino-phenyl)-5-methyl-5,6-dihydro-2H-[1,4]oxazin-3-yl]-carbamic acid tert-butyl ester

https://huagongshe.com/reaction/81518

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 86650249HCID 86650249—
CatalystLindlars catalystHCID 131709914—
SolventEthyl AcetateHCID 8857—
Product[5-(3-Amino-phenyl)-5-methyl-5,6-dihydro-2H-[1,4]oxazin-3-yl]-carbamic acid tert-butyl esterHCID 66666030—

Reaction Steps

A solution of [5-(3-azido-phenyl)-5-methyl-5,6-dihydro-2H-[1,4]oxazin-3-yl]-carbamic acid tert-butyl ester (497 mg, 1.50 mmol) in EtOAc (37 ml) was hydrogenated using Lindlar catalyst (10 h, room temperature). The mixture was filtered through Celite, and the filtrate was evaporated under reduced pressure yielding the title compound in the form of a colourless solid. 1H-NMR (500 MHz, DMSO-d6): 9.57 (br, 1H), 6.97 (br, 1H), 6.55 (s, 1H), 6.52 (d, 1H), 6.45 (br, 1H), 5.08 (br, 2H), 4.40-4.30 (m, 2H), 3.75-3.45 (m, 2H), 1.47 (s, 3H), 1.39 (s, 9H); MS: 306 [(M+H)+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846658B2
Source datasetuspto-grants-2014_09
ORD IDord-777ffece102344d1bb76d6245a325924
Source noteuspto-grants-2014_09