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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 574292Generated: October 25, 2026

Pramipexole → (-)-N6-(2-(4-(8-((4-Methoxybenzyl)oxy)quinoline-4-yl)piperazine-1-yl)ethyl)-N6-propyl-4,5,6,7-tetrahydrobenzo[d]thiazole-2,6-diamine

https://huagongshe.com/reaction/574292

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPramipexoleHCID 119570—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactant2-(4-(8-((4-Methoxybenzyl)oxy)quinoline-4yl)piperazine-1yl)acetaldehydeHCID 86664666—
Product(-)-N6-(2-(4-(8-((4-Methoxybenzyl)oxy)quinoline-4-yl)piperazine-1-yl)ethyl)-N6-propyl-4,5,6,7-tetrahydrobenzo[d]thiazole-2,6-diamineHCID 8742486575%

Reaction Steps

Compound 27 (1.0 g, 2.55 mmol) was treated with (−)-pramipexole (599 mg, 2.81 mmol) and NaBH(OAc)3 (973 mg, 4.59 mmol) by following procedure A. The reaction mixture was purified by silica gel column chromatography (EtOAc/MeOH, 9:1) to yield 1.12 g (75%) of compound (−)-28 as yellow solid. The 1H NMR of (−)-28 is similar to compound (±)-28.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09034877B2
Source datasetuspto-grants-2015_05
ORD IDord-ba998cb8b228427cb0ea7cd2157fac5d
Source noteuspto-grants-2015_05