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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1184888Generated: November 3, 2026

Ammonia → 2-(5-Amino-2-methylphenylamino)-2-(thieno[2,3-b]pyrazin-6-yl)acetonitrile

https://huagongshe.com/reaction/1184888

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantSodium DithioniteHCID 24489—
ReactantHCID 178426707HCID 178426707—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
Product2-(5-Amino-2-methylphenylamino)-2-(thieno[2,3-b]pyrazin-6-yl)acetonitrileHCID 6712555685%

Reaction Steps

To a solution of sodium hydrosulfite (434 mg, 2.493 mmol) in water (3 mL) was added ammonia (0.561 mL, 3.64 mmol) and then compound 77 (62 mg, 0.192 mmol) in dioxane (3 mL). The reaction was stirred at rt. for 4 h. Quenched with water and extracted with EtOAc. Organic layer was washed with brine, dried and evaporated to give compound 2-(5-amino-2-methylphenylamino)-2-(thieno[2,3-b]pyrazin-6-yl)acetonitrile 78 (48 mg, 85%) which was used without further purification. (m/z)=296 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08669256B2
Source datasetuspto-grants-2014_03
ORD IDord-2a9a357a860141fca2c597b9db318ef7
Source noteuspto-grants-2014_03