HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium borohydride → (2-Chloropyrimidin-4-yl)(cyclopropyl)methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | (2-Chloropyrimidin-4-yl)(cyclopropyl)methanone | HCID 77231065 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | (2-Chloropyrimidin-4-yl)(cyclopropyl)methanol | HCID 77231063 | 99% |
Reaction Steps
To a solution of (2-chloropyrimidin-4-yl)(cyclopropyl)methanone (150 mg, 0.821 mmol) in MeOH (3 mL) at 0° C. was added sodium borohydride (31 mg, 0.821 mmol) and stirred for 30 min. The solution was diluted with EtOAc, washed with brine, dried with MgSO4, filtered, and concentrated to dryness to afford (2-chloropyrimidin-4-yl)(cyclopropyl)methanol (150 mg, 0.812 mmol, 99% yield). MS ESI: [M+H]+ m/z 185.1. 1H NMR (500 MHz, CDCl3) δ 8.60 (d, J=4.0, 1H), 7.41 (d, J=4.0, 1H), 4.12 (d, J=7.9, 1H), 1.12 (m, 1H), 0.64 (m, 2H), 0.56 (m, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08551984B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-6e26f318d6dc4be9ba8baa3f96e2faab |
| Source note | uspto-grants-2013_10 |