HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → HCID 59394154, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | {4-[1-(3-trifluoromethyl-phenylcarbamoyl)-1H-indol-5-yloxy]-5,8-dihydro-6H-pyrido[3,4-d]pyrimidin-7-yl}-acetic acid tert-butyl ester | HCID 59394435 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 59394154 | HCID 59394154 | — |
Reaction Steps
A solution of {4-[1-(3-trifluoromethyl-phenylcarbamoyl)-1H-indol-5-yloxy]-5,8-dihydro-6H-pyrido[3,4-d]pyrimidin-7-yl}-acetic acid tert-butyl ester (250 mg, 0.44 mmol), DCM (5 mL), and TFA (5 mL) is stirred at rt for 1 h. The solution is concentrated in vacuo and separated via semi-prep HPLC (C18; 10-100% I/H2O with 0.1% NH4OH) to give the title compound. MS (ESI) m/z 512.0 (M+1); 1H NMR (400 MHz, MeOD) δ ppm 8.41 (s, 1 H), 8.33 (d, J=9.1 Hz, 1 H), 8.06 (s, 1 H), 7.93 (d, J=3.5 Hz, 1 H), 7.89 (s, 1 H), 7.57 (t, J=8.1 Hz, 1 H), 7.38-7.47 (m, 2 H), 7.12 (dd, J=9.0, 2.4 Hz, 1 H), 6.74 (d, J=3.5 Hz, 1 H), 4.08 (s, 2 H), 3.56 (s, 2 H), 3.26 (t, J=6.1 Hz, 2 H), 3.07 (t, J=5.7 Hz, 2 H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08541432B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-afcc4bb30986495ca959eacc63513bb0 |
| Source note | uspto-grants-2013_09 |