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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1056246Generated: October 27, 2026

Tert-Butylamine → N-(tert-butyl)-5-chloro-2-methylpyrido[3,4-b]pyrazin-3-amine

https://huagongshe.com/reaction/1056246

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTert-ButylamineHCID 6385—
Reactant3,5-Dichloro-2-methylpyrido[3,4-b]pyrazineHCID 89782109—
SolventWaterHCID 962—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductN-(tert-butyl)-5-chloro-2-methylpyrido[3,4-b]pyrazin-3-amineHCID 8978192811.8%

Reaction Conditions

Temperature60 °C

Reaction Steps

A glass microwave reaction vessel was charged with 3,5-dichloro-2-methylpyrido[3,4-b]pyrazine (110 mg, 0.51 mmol) and tert-butylamine (0.16 mL, 1.54 mmol) (Sigma Aldich) in NMP (1.0 mL). The reaction mixture was stirred and heated in an Initiator microwave reactor (Personal Chemistry, Biotage AB, Inc., Upssala, Sweden) at 60° C. for 2 h. The mixture was diluted with water and extracted with DCM (30 mL×3). The combined organic layers was washed with water (30 mL×3) and dried (MgSO4), filtered and concentrated. The residue was purified by silica gel chromatography (10-30% EtOAc in Hexanes) to give N-(tert-butyl)-5-chloro-2-methylpyrido[3,4-b]pyrazin-3-amine (15 mg, 0.060 mmol, 11% yield). MS (ESI, pos. ion) m/z: 251.1 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09394297B2
Source datasetuspto-grants-2016_07
ORD IDord-bfa02b2773c048bbbbcc61c4fbff8f14
Source noteuspto-grants-2016_07