HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 2-(4-Cyano-1-oxoisoindolin-2-yl)-4-carbamoylbutanoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Tert-butyl 2-(4-cyano-1-oxoisoindolin-2-yl)-4-carbamoylbutanoate | HCID 21988604 | — |
| Product | 2-(4-Cyano-1-oxoisoindolin-2-yl)-4-carbamoylbutanoic acid | HCID 21988562 | 89% |
Reaction Steps
A mixture of tert-butyl 2-(4-cyano-1-oxoisoindolin-2-yl)-4-carbamoylbutanoate (1.0 g, 2.91 mmol) and trifluoroacetic acid (5 mL) was stirred for 2 hours. The mixture was concentrated and the residue was crystallized from ether (15 mL) to give 2-(4-cyano-1-oxoisoindolin-2-yl)-4-carbamoylbutanoic acid (0.74 g, 89%) as a white solid: 1H NMR (DMSO-d6) δ 13.12 (b, 1H), 8.12 (d, J=7.6 Hz, 1H). 8.03 (d, J=7.6 Hz, 1H), 7.73 (t, J=7.6 Hz, 1H), 7.23 (s, 1H), 6.76 (s, 1H), 4.80-4.62 (m, 3H), 2.32-2.09 (m, 4H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08012997B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-5b70a9753b514efba7ecd2de996852e2 |
| Source note | uspto-grants-2011_09 |