HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 3-[4-(1-Amino-cyclobutyl)-phenyl]-2-phenyl-1-benzopyran-4-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | {1-[4-(7-Amino-4-oxo-2-phenyl-4H-1-benzopyran-3-yl)-phenyl]-cyclobutyl}-carbamic acid tert-butyl ester | HCID 67067858 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-[4-(1-Amino-cyclobutyl)-phenyl]-2-phenyl-1-benzopyran-4-one | HCID 51029771 | 145.1% |
Reaction Steps
TFA: To a solution of {1-[4-(7-amino-4-oxo-2-phenyl-4H-1-benzopyran-3-yl)-phenyl]-cyclobutyl}-carbamic acid tert-butyl ester (12.2 mg, 0.03 mmol) in dichloromethane (1 mL) was added TFA (1 mL) and the mixture was stirred at RT for 1 hour. The reaction mixture was concentrated in vacuo to give a white solid (16.0 mg, 100%). 1H-NMR (400 MHz, D2O) δ 8.02 (d, 1H), 7.76 (dd, 2H), 7.55 (d, 2H), 7.42 (dd, 2H), 7.28-7.34 (m, 3H), 7.17-7.22 (m, 3H) 2.60-2.67 (m, 2H), 2.44-2.52 (m, 2H), 2.04-2.08 (m, 1H), 1.80-1.83 (m, 1H). LCMS (Method I): RT=4.50 min, [M+H]+=368
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08546376B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-8aeb11ea5aa34d9298df8316b80522ef |
| Source note | uspto-grants-2013_10 |