HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,4-Dibromobutane → 2-(3-Methyl-4-(pyrrolidin-1-yl)isothiazol-5-yl)isoindoline-1,3-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,4-Dibromobutane | HCID 8056 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methyl 2-((4-amino-3-methylisothiazol-5-yl)carbamoyl)benzoate | HCID 90411342 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-(3-Methyl-4-(pyrrolidin-1-yl)isothiazol-5-yl)isoindoline-1,3-dione | HCID 90411004 | — |
Reaction Conditions
| Temperature | 130 °C |
|---|
Reaction Steps
DIEA (332.7 mg, 448.4 μL, 2.574 mmol), 1,4-dibromobutane (555.8 mg, 307.4 μL, 2.574 mmol) was added to a solution of methyl 2-[(4-amino-3-methyl-isothiazol-5-yl)carbamoyl]benzoate (150 mg, 0.5149 mmol) in DMF (4 mL) and the mixture was stirred at 130° C. for 40 min in a microwave. The reaction mixture was concentrated in vacuo to yield 2-(3-methyl-4-(pyrrolidin-1-yl)isothiazol-5-yl)isoindoline-1,3-dione that was used in next step without further purification. MS (ES+) 314.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08957078B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-791848be7ce342d7a1afa1cbcc578cbb |
| Source note | uspto-grants-2015_02 |