HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-(2-Methoxy-2-oxoethyl)benzylboronic Acid Pinacol Ester → Methyl 2-(4-((2-cyclopentyl-6-(trifluoromethyl)pyrimidin-4-yl)methyl)phenyl)acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-(2-Methoxy-2-oxoethyl)benzylboronic Acid Pinacol Ester | HCID 67494481 | — |
| Reactant | 4-Chloro-2-cyclopentyl-6-(trifluoromethyl)pyrimidine | HCID 90113098 | — |
| Product | Methyl 2-(4-((2-cyclopentyl-6-(trifluoromethyl)pyrimidin-4-yl)methyl)phenyl)acetate | HCID 90112127 | 48.3% |
Reaction Steps
Following general procedure G, 4-chloro-2-cyclopentyl-6-(trifluoromethyl)pyrimidine (0.245 g, 0.98 mmol) was reacted with methyl 2-(4-((4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl)phenyl)acetate (0.284 g, 0.98 mmol) to afford crude product (0.179 g) as an oil. MW=378.39. 1H NMR (CDCl3, 500 MHz) δ 7.26-7.22 (m, 4H), 7.16 (s, 1H), 4.13 (s, 2H), 3.70 (s, 1H), 3.62 (s, 2H), 3.42 (quin, J=8.2 Hz, 1H), 2.15-2.07 (m, 2H), 2.00-1.80 (m, 4H), 1.76-1.65 (m, 2H); APCI MS m/z 379 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09221843B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-917bcbdb93f74b89b1fcbf23d77cc3c3 |
| Source note | uspto-grants-2015_12 |