HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 2-(3-Methylisothiazol-5-ylamino)-4-(2-oxoazepan-3-ylamino)benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Binap, (A+-)- | HCID 634876 | — |
| Reactant | 3-Methylisothiazol-5-ylamine hydrochloride | HCID 2723918 | — |
| Reactant | 2-Bromo-4-(2-oxoazepan-3-ylamino)benzonitrile | HCID 67508772 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 2-(3-Methylisothiazol-5-ylamino)-4-(2-oxoazepan-3-ylamino)benzonitrile | HCID 67508287 | 159.2% |
Reaction Steps
A mixture of 2-bromo-4-(2-oxoazepan-3-ylamino)benzonitrile (81 mg, 0.263 mmol), 5-amino-3-methylisothiazole hydrochloride (63 mg, 0.418 mmol), K2CO3 (120 mg, 0.869 mmol), BINAP (40 mg, 0.064 mmol) and Pd(OAc)2 (20 mg, 0.089 mmol) in dioxane (3 mL) was degassed with argon, then was stirred at 120 C for 18 h. Water and EtOAc were added. The organic phase was separated, dried over Na2SO4, concentrated in vacuo to give 2-(3-methylisothiazol-5-ylamino)-4-(2-oxoazepan-3-ylamino)benzonitrile (143 mg)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09359375B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-7ecb1d0f0a3c422e9f7b4339308e928d |
| Source note | uspto-grants-2016_06 |