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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1051371Generated: November 1, 2026

L-Alaninol → N-((S)-1-(3-Fluoro-4-methoxyphenyl)-2-hydroxyethyl)-3-(tetrahydrofuran-3-ylamino)isoquinoline-6-carboxamide

https://huagongshe.com/reaction/1051371

Reaction equation

Participants

RoleNameHCIDCharge
ReactantL-AlaninolHCID 80307—
ReactantOxolan-3-amineHCID 3365553—
Reactant(S)-(3-fluoro-4-methoxy-phenyl)-(1-methylpyrazol-4-yl)methanamine hydrochlorideHCID 86712001—
Reactant(S)-2-Amino-2-(3-fluoro-4-methoxyphenyl)ethanol hydrochlorideHCID 86712007—
ProductN-((S)-1-(3-Fluoro-4-methoxyphenyl)-2-hydroxyethyl)-3-(tetrahydrofuran-3-ylamino)isoquinoline-6-carboxamideHCID 73335844—

Reaction Steps

N—((S)-1-(3-Fluoro-4-methoxyphenyl)-2-hydroxyethyl)-3-(tetrahydrofuran-3-ylamino)isoquinoline-6-carboxamide (II-26) was prepared analogously except in step 2, (S)-2-aminopropan-1-ol was replaced with 3-amino-tetrahydrofuran and in step 5, (S)-(3-fluoro-4-methoxy-phenyl)-(1-methylpyrazol-4-yl)methanamine hydrochloride was replaced with (S)-2-amino-2-(3-fluoro-4-methoxyphenyl)ethanol hydrochloride (62d) 1H NMR (500 MHz, CD3OD) δ 8.89 (s, 1H), 8.09 (s, 1H), 7.89 (d, J=8.5 Hz, 1H), 7.59 (d, J=6.5 Hz, 1H), 7.22-7.19 (m, 2H), 7.09 (t, J=8.5 Hz, 1H), 6.80 (s, 1H), 5.18 (m, 1H), 4.42 (m, 1H), 4.07-3.99 (m, 2H), 3.92-3.85 (m, 6H), 3.76 (m, 1H), 2.38 (m, 1H), 1.98 (m, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09388171B2
Source datasetuspto-grants-2016_07
ORD IDord-01a5347d6cfe47c89c8dd7f7b826e86e
Source noteuspto-grants-2016_07