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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1747751Generated: October 26, 2026

Triphosgene → 3-Isobutyl-N-(2-(4-methylpiperazin-1-yl)benzyl)-1-oxo-3-phenyl-3,4,6,7-tetrahydrofuro[3,4-c]pyridine-5(1H)-carboxamide

https://huagongshe.com/reaction/1747751

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphosgeneHCID 94429—
Reactant2-(4-Methyl-1-piperazinyl)benzenemethanamineHCID 2795568—
Reactant3-cyclohexyl-3-isobutyl-N-((2-(4-methylpiperazin-1-yl)cyclohexyl)methyl)-1-oxo-3,4,6,7-tetrahydrofuro[3,4-c]pyridine-5(1H)-carboxamideHCID 89615821—
SolventTriethylamineHCID 8471—
Product3-Isobutyl-N-(2-(4-methylpiperazin-1-yl)benzyl)-1-oxo-3-phenyl-3,4,6,7-tetrahydrofuro[3,4-c]pyridine-5(1H)-carboxamideHCID 89615818—

Reaction Steps

An analogous procedure to that described for R06039-275 was used to convert [2-(4-methylpiperazin-1-yl)phenyl]methanamine to 3-cyclohexyl-3-isobutyl-N-((2-(4-methylpiperazin-1-yl)cyclohexyl)methyl)-1-oxo-3,4,6,7-tetrahydrofuro[3,4-c]pyridine-5(1H)-carboxamide using triphosgene and triethylamine. 1H NMR (300 MHz, CHLOROFORM-d) δ ppm 0.82-0.90 (m, 3H), 0.90-1.00 (m, 3H), 1.58-1.73 (m, 1H), 1.74-1.88 (m, 1H), 2.25-2.46 (m, 3H), 2.34 (s, 3H), 2.49-2.67 (m, 4H), 2.98 (t, J=4.90 Hz, 4H), 3.23-3.38 (m, 1H), 3.55 (dt, J=13.56, 5.09 Hz, 1H), 3.93 (dt, J=19.21, 2.64 Hz, 1H), 4.43-4.59 (m, 3H), 6.05 (t, J=5.27 Hz, 1H), 7.02-7.19 (m, 2H), 7.22-7.43 (m, 7H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150582B2
Source datasetuspto-grants-2015_10
ORD IDord-11fee19ab2a948549727d29a4ce0fe21
Source noteuspto-grants-2015_10