HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → N-[2-amino-5-(2-thienyl)phenyl]-4-(2-methyl-2-oxido-1,2-oxaphospholan-5-yl)benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 1,1-Dimethylethyl [2-({[4-(2-methyl-2-oxido-1,2-oxaphospholan-5-yl)phenyl]carbonyl}amino)-4-(2-thienyl)phenyl]carbamate | HCID 57926008 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-[2-amino-5-(2-thienyl)phenyl]-4-(2-methyl-2-oxido-1,2-oxaphospholan-5-yl)benzamide | HCID 57925867 | — |
Reaction Steps
1,1-dimethylethyl [2-({[4-(2-methyl-2-oxido-1,2-oxaphospholan-5-yl)phenyl]carbonyl}amino)-4-(2-thienyl)phenyl]carbamate (95 mg, 0.185 mmol) was taken up in DCM (5 mL)/TFA (2 mL). After 3 hours, saturated NaHCO3 was added and the products extracted into EtOAc (×2). The combined organic extracts were washed with brine, dried over MgSO4 and concentrated in vacuo to give N-[2-amino-5-(2-thienyl)phenyl]-4-(2-methyl-2-oxido-1,2-oxaphospholan-5-yl)benzamide as a yellow solid. The title compound was obtained as a 1:1 mixture of diastereosiomers. MS: cal'd 413 (MH+), exp 413 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07981874B2 |
| Source dataset | uspto-grants-2011_07 |
| ORD ID | ord-a25399b2bf684b989cb2eea6ebc9d3e8 |
| Source note | uspto-grants-2011_07 |