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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1051369Generated: November 1, 2026

L-Alaninol → N-((S)-1-(3-Fluorophenyl)-2-hydroxyethyl)-3-(tetrahydrofuran-3-ylamino)isoquinoline-6-carboxamide

https://huagongshe.com/reaction/1051369

Reaction equation

Participants

RoleNameHCIDCharge
ReactantL-AlaninolHCID 80307—
ReactantOxolan-3-amineHCID 3365553—
Reactant(S)-2-amino-2-(3-fluorophenyl)ethanol hydrochlorideHCID 68088895—
Reactant(S)-(3-fluoro-4-methoxy-phenyl)-(1-methylpyrazol-4-yl)methanamine hydrochlorideHCID 86712001—
ProductN-((S)-1-(3-Fluorophenyl)-2-hydroxyethyl)-3-(tetrahydrofuran-3-ylamino)isoquinoline-6-carboxamideHCID 73335753—

Reaction Steps

N—((S)-1-(3-Fluorophenyl)-2-hydroxyethyl)-3-(tetrahydrofuran-3-ylamino)isoquinoline-6-carboxamide (II-20) was prepared analogously except in step 2, (S)-2-aminopropan-1-ol was replaced with 3-amino-tetrahydrofuran and in step 5, 50c was replaced with (S)-2-amino-2-(3-fluorophenyl)ethanol hydrochloride (62a). 1H NMR (500 MHz, DMSO-d6) δ 8.94 (s, 1H), 8.87 (d, J=8 Hz, 1H), 8.13 (s, 1H), 7.88 (d, J=8.5 Hz, 1H), 7.56 (d, J=8.5 Hz, 1H), 7.38 (m, 1H), 7.26 (d, J=8.0 Hz, 2H), 7.08 (t, J=19.5 Hz, 1H), 6.84 (d, J=6 Hz, 1H), 6.72 (s, 1H), 5.12 (m, 1H), 5.02 (t, J=11.5 Hz, 1H), 4.32 (t, J=6.0, 1H), 3.96-3.93 (m, 1H), 3.87 (m, 1H), 3.78-3.67 (m, 3H), 3.61 (m, 1H), 2.23 (m, 1H), 1.98 (m, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09388171B2
Source datasetuspto-grants-2016_07
ORD IDord-b45e6a8d460042ffb30991cbe78b2207
Source noteuspto-grants-2016_07