HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → 2-(5-Amino-2-methylphenylamino)-2-(thieno[2,3-b]pyrazin-6-yl)acetonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Sodium Dithionite | HCID 24489 | — |
| Reactant | HCID 178426707 | HCID 178426707 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 2-(5-Amino-2-methylphenylamino)-2-(thieno[2,3-b]pyrazin-6-yl)acetonitrile | HCID 67125556 | 85% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08669256B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-2a9a357a860141fca2c597b9db318ef7 |
| Source note | uspto-grants-2014_03 |