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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 254752Generated: October 25, 2026

2-Amino-6-Chloropyrazine → 6-chloro-N-(3-(cyclopentyloxy)-4-methoxybenzyl)pyrazin-2-amine

https://huagongshe.com/reaction/254752

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Amino-6-ChloropyrazineHCID 118458—
Reactant3-Cyclopentyloxy-4-methoxybenzaldehydeHCID 2735893—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Solvent1,2-DichloroethaneHCID 11—
SolventAcetic AcidHCID 176—
Product6-chloro-N-(3-(cyclopentyloxy)-4-methoxybenzyl)pyrazin-2-amineHCID 8661429910%

Reaction Conditions

Temperature50 °C

Reaction Steps

Sodium triacetoxyl-borohydride (1315 mg, 6.2 mmol) was added to a solution of 6-chloro-pyrazin-2-yl-amine (400 mg, 3.10 mmol) and 3-cyclopentyloxy-4-methoxybenzaldehyde (818 mg, 3.7 mmol) in 50 ml of DCE, 1 ml of HOAc was added and the mixture was stirred overnight at 50° C., followed by addition of another 50 ml of DCE. The organic phase was washed with water, and the product was purified with column (silica gel, hexane:EtOAc 6:1) to give 50 mg of (6-chloro-pyrazin-2-yl)-(3-cyclopentyloxy-4-methoxy-benzyl)-amine, yield 10%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07875622B2
Source datasetuspto-grants-2011_01
ORD IDord-6724f67941c6401a838464c37a55200a
Source noteuspto-grants-2011_01