HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 59459117, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Phthalic Anhydride | HCID 6811 | — |
| Reactant | 3-Amino-4,4,4-trifluorobutanoic acid | HCID 342970 | — |
| Product | HCID 59459117 | HCID 59459117 | 54% |
Reaction Steps
A solution of 3-amino-4,4,4-trifluorobutanoic acid (628 mg, 4 mmol) and isobenzofuran-1,3-dione (592 mg, 4 mmol) in DMF (5 mL) was heated to 140° C. under microwave irradiation for 15 min. The reaction mixture was purified by preparative HPLC (Axia luna column, 30×75 mm, 10-100% ACN/H2O with 0.1% TFA over 10 min, flow rate 40 mL/min, monitoring at 220 nm) to yield 3-(1,3-dioxoisoindolin-2-yl)-4,4,4-trifluorobutanamide (620 mg, 54% yield). LCMS: RT=1.54 min [M+H] 288.2 (Phenomenex Luna C18 column, 4.6×30 mm eluting with 10-90% MeOH/H2O over 2 minutes containing 0.1% TFA; 5 mL/min, monitoring at 220 nm).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08304403B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-0ecf8d349af94d26a8e2159855a1923b |
| Source note | uspto-grants-2012_11 |