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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1913824Generated: November 2, 2026

Tetrahydrofuran → N-{(S)-6-[1-(2,2-Dimethylpropylamino)-1-methylethyl]-1,2,3,4-tetrahydro-naphthalen-2-yl}-4-[(S)-1-(tetrahydrofuran-2-yl)methoxy]benzamide

https://huagongshe.com/reaction/1913824

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantPivalaldehydeHCID 12417—
ReactantSodium cyanoborohydrideHCID 5003444—
ReactantN-[(S)-6-(1-Amino-1-methylethyl)-1,2,3,4-tetrahydronaphthalen-2-yl]-4-[(S)-1-(tetrahydrofuran-2-yl)methoxy]benzamideHCID 59505956—
SolventAcetic AcidHCID 176—
SolventMethanolHCID 887—
ProductN-{(S)-6-[1-(2,2-Dimethylpropylamino)-1-methylethyl]-1,2,3,4-tetrahydro-naphthalen-2-yl}-4-[(S)-1-(tetrahydrofuran-2-yl)methoxy]benzamideHCID 59506018—

Reaction Steps

To a mixture of N-[(S)-6-(1-amino-1-methylethyl)-1,2,3,4-tetrahydronaphthalen-2-yl]-4-[(S)-1-(tetrahydrofuran-2-yl)methoxy]benzamide (30 mg), THF (1 ml), methanol (0.5 ml), trimethylacetaldehyde (10 mg) and acetic acid (9 mg) was added polymer-bound sodium cyanoborohydride (0.15 mmol), and the suspension was agitated at room temperature for 12 hours. The polymer was filtered off with suction and the filtrate was concentrated. The residue was purified by preparative HPLC. The product was thus obtained with the molecular weight of 478.68 (C30H42N2O3); MS (ESI): 479 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08609731B2
Source datasetuspto-grants-2013_12
ORD IDord-27808489ce6645f5bfc8f597442c7641
Source noteuspto-grants-2013_12