Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 58168231 | HCID 58168231 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | HCID 58168033 | HCID 58168033 | 47% |
Reaction Steps
463 (48 mg, 0.15 mmol) and NaOH (1M, aqueous, 0.73 mL) were suspended in N,N-dimethylacetamide (2 mL), and stirred for 16 h at 100° C. The reaction mixture was purified directly via prep-LC-MS to provide 473 (24 mg, 47% yield) as a white powder. LC-MS (M+H=345, obsd.=345). 1H NMR (400 MHz, DMSO-D6) δ 8.55 (d, J=7.8, 1H), 8.50 (d, J=4.3, 1H), 8.06 (d, J=8.5, 1H), 7.94 (s, 1H), 7.74 (s, 1H), 7.69 (d, J=7.5, 1H), 7.43 (s, 1H), 7.35 (dd, J=7.2, 14.4, 2H), 6.91 (d, J=8.8, 1H), 5.70 (s, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08735584B2 |
|---|
| Source dataset | uspto-grants-2014_05 |
|---|
| ORD ID | ord-62554bfba8944e38a119b2d2562a164e |
|---|
| Source note | uspto-grants-2014_05 |
|---|