HuagongsheHuagongshe Chemistry Print Report · For research reference only
Boron tribromide → (6-Aminopyrimidin-4-yl)methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Boron tribromide | HCID 25134 | — |
| Reactant | Tert-butyl 6-(methoxymethyl)pyrimidin-4-ylcarbamate | HCID 21934671 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (6-Aminopyrimidin-4-yl)methanol | HCID 21934615 | — |
Reaction Steps
To a solution of tert-butyl 6-(methoxymethyl)pyrimidin-4-ylcarbamate (100 mg, 0.42 mmole) in CH2Cl2 (2 mL) was added BBr3 (2.1 mL, 1M solution in CH2Cl2, 2.1 mmole) dropwise at −20° C. After 1.5 hours, the mixture was quenched with MeOH and concentrated. The solid was taken up in MeOH and concentrated (2×) and dried in vacuo to give the title compound as a tan solid. 1H-NMR (300 MHz, d6-DMSO) δ 8.63 (s, 1H), 6.64 (s, 1H), 4.50 (s, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07115597B2 |
| Source dataset | uspto-grants-2006_10 |
| ORD ID | ord-04f85b49e491433799983b6d31883e50 |
| Source note | uspto-grants-2006_10 |