HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 4-(Fluoromethyl)pyrimidin-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | (4-Fluoromethylpyrimidin-2-yl)carbamic acid tert-butyl ester | HCID 69674809 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-(Fluoromethyl)pyrimidin-2-amine | HCID 69671084 | 99% |
Reaction Steps
A mixture of (4-fluoromethylpyrimidin-2-yl)carbamic acid tert-butyl ester (140 mg, 0.62 mmol) and TFA (2 mL) in DCM (2 mL) was stirred at room temperature for 1 hour then concentrated under reduced pressure. The residue was purified by SCX-2 chromatography (washing with methanol and eluting with 2M ammonia in methanol) to afford the title compound as a yellow solid (78 mg, quant. yield). 1H NMR (400 MHz, CDCl3): δ 8.34 (d, J=5.1 Hz, 1H), 6.79-6.78 (m, 1H), 5.33-5.30 (m, 1H), 5.21-5.19 (m, 1H), 5.13 (s, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09309240B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-bb28c026ebfe4126a00d947ee664fc23 |
| Source note | uspto-grants-2016_04 |