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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1479830Generated: November 1, 2026

Aluminium lithium hydride → [2-Morpholino-6-[4-(trifluoromethoxy)phenyl]-4-pyridyl]methanamine

https://huagongshe.com/reaction/1479830

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAluminium lithium hydrideHCID 21226445—
ReactantHCID 125505436HCID 125505436—
SolventDiethyl EtherHCID 3283—
Product[2-Morpholino-6-[4-(trifluoromethoxy)phenyl]-4-pyridyl]methanamineHCID 13173658865%

Reaction Conditions

Temperature0 °C

Reaction Steps

The nitrile 26D (2 g, 5.7 mmol) dissolved in 50 ml of diethyl ether was added dropwise to a mixture of LiAlH4 (434 mg, 2 equiv.) in diethyl ether (60 mL) stirred at 0° C. Then the mixture was stirred at room temperature overnight. The excess of LiAlH4 was destroyed by water addition at 0° C., the solid formed was filtered, washed with Et2O and the filtrate was dried over Na2SO4 and evaporated to dryness to obtain 1.3 g of the amine 27D as a yellow oil. Yield=65% 1HNMR (DMSO, 400 MHz) δ 3.30 (2H, bs), 3.51 (4H, m), 3.76 (6H, m), 6.80 (1H, s), 7.29 (1H, s), 7.42 (2H, d, J=8 Hz), 8.18 (2H, dd)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09409864B2
Source datasetuspto-grants-2016_08
ORD IDord-5a1a41e659594c1bb881592cbcf409a7
Source noteuspto-grants-2016_08