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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 567829Generated: October 31, 2026

(3-methyl-1H-indol-5-yl)methanamine → Ammonia

https://huagongshe.com/reaction/567829

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(3-methyl-1H-indol-5-yl)methanamineHCID 18470813—
Reactant2-[3-({[(2R)-1-isobutylpyrrolidinyl]methyl}amino)-6-methyl-2-oxo-1(2H)-pyrazinyl]acetic acid hydrochlorideHCID 69964385—
ProductAmmoniaHCID 222—
Product2-[3-({[(2R)-1-isobutylpyrrolidinyl]methyl}amino)-6-methyl-2-oxo-1(2H)-pyrazinyl]-N-[(3-methyl-1H-indol-5-yl)methyl]acetamideHCID 59900537—

Reaction Steps

The title compound was prepared by a similar method to preparation 49 from 2-[3-({[(2R)-1-isobutylpyrrolidinyl]methyl}amino)-6-methyl-2-oxo-1(2H)-pyrazinyl]acetic acid hydrochloride [see preparation 62] and (3-methyl-1H-indol-5-yl)methylamine (72 mg, 0.45 mmol) [see preparation 36]. The crude product was purified by column chromatography on silica gel using dichloromethane:methanol:0.88 ammonia (92:7:1) as the eluant, to afford the product as a foam. This was dissolved in methanol (5 ml) and hydrochloric acid (1M, 0.58 ml, 0.58 mmol), to afford the product, (56%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06180627B2
Source datasetuspto-grants-2001_01
ORD IDord-452fdcfb2a144388bf0c598c6d2ddc70
Source noteuspto-grants-2001_01