HuagongsheHuagongshe Chemistry Print Report · For research reference only
(R)-tert-butyl 2-(6-fluoro-3-oxopyrrolo[4,3,2-de][2,6]naphthyridin-4(1H,3H,5H)-yl)-3-methylbutanoate → (R)-2-(6-fluoro-3-oxopyrrolo[4,3,2-de][2,6]naphthyridin-4(1H,3H,5H)-yl)-3-methylbutanoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (R)-tert-butyl 2-(6-fluoro-3-oxopyrrolo[4,3,2-de][2,6]naphthyridin-4(1H,3H,5H)-yl)-3-methylbutanoate | HCID 67224824 | — |
| Solvent | Trifluoroacetic acid methylene chloride | HCID 21863450 | — |
| Product | (R)-2-(6-fluoro-3-oxopyrrolo[4,3,2-de][2,6]naphthyridin-4(1H,3H,5H)-yl)-3-methylbutanoic acid | HCID 57389932 | 59.1% |
Reaction Steps
(R)-tert-Butyl 2-(6-fluoro-3-oxopyrrolo[4,3,2-de][2,6]naphthyridin-4(1H,3H,5H)-yl)-3-methylbutanoate was stirred in DCM/TFA (50%, 10 mL) for 1 h, concentrated and dried in vacuo to afford the title compound as a beige solid (0.32 g, 59.1%). 1H NMR (400 MHz, DMSO-d6) δ 0.84 (d, J=6.30 Hz, 3 H) 1.04 (d, J=6.32 Hz, 3 H) 2.39 (dt, J=10.61, 6.57 Hz, 1 H) 4.83 (d, J=10.61 Hz, 1 H) 5.04 (d, J=9.60 Hz, 2 H) 7.98 (s, 1 H) 8.26 (s, 1 H) 12.39 (br. s., 1 H). [M+H] calc'd for C14H14FN3O3, 292; found, 292.5.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08785429B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-033fac5cb0d540779cbe0de6cf3ab983 |
| Source note | uspto-grants-2014_07 |