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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 24021Generated: October 29, 2026

Ethyl 1-naphthylpropiolate → HCID 66821088, compound

https://huagongshe.com/reaction/24021

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl 1-naphthylpropiolateHCID 13193568—
Reactant7-[2-(1H-indol-5-yloxy)-ethyl]-3,4-dihydro-2H-[1,8]naphthyridine-1-carboxylic acid tert-butyl esterHCID 66821083—
ProductHCID 66821088HCID 6682108837%

Reaction Steps

The title compound was synthesized from naphthalene-1-yl-propynoic acid ethyl ester and 7-[2-(1H-indol-5-yloxy)-ethyl]-3,4-dihydro-2H-[1,8]naphthyridine-1-carboxylic acid tert-butyl ester using the procedure described in Example 16, step (d1), in 37% yield as an E/Z isomeric mixture. 1H NMR (CDCl3) δ 8.32 (m, 1H), 7.85 (m, 2H), 7.47 (m, 3H), 7.27 (m, 2.5H), 6.95 (m, 3H), 6.72 (m, 1.5H), 6.58 (m, 0.5H), 6.35 (m, 1.5H), 4.27 (m, 2H), 4.03 (m, 2H), 3.69 (m, 2H), 3.14 (m, 2H), 2.67 (m, 2H), 1.86 (m, 2H), 1.45 (s, 9H), 1.18 (m, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06855722B2
Source datasetuspto-grants-2005_02
ORD IDord-ea9c64d54e66430ca5e38ef03fdc571c
Source noteuspto-grants-2005_02