HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Fluorophenylboronic acid → (5R*,6S*)-3-(3,5-Dichlorophenyl)-6-(4'-fluorobiphenyl-4-yl)-1-methyl-1,3-diazaspiro[4.4]nonane-2,4-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Fluorophenylboronic acid | HCID 285645 | — |
| Reactant | (5R*,6S*)-6-(4-Bromophenyl)-3-(3,5-dichlorophenyl)-1-methyl-1,3-diazaspiro[4.4]nonane-2,4-dione | HCID 60054691 | — |
| Product | (5R*,6S*)-3-(3,5-Dichlorophenyl)-6-(4'-fluorobiphenyl-4-yl)-1-methyl-1,3-diazaspiro[4.4]nonane-2,4-dione | HCID 60054806 | 14.6% |
Reaction Steps
Using the procedure described in Example 8 (5R*,6S*)-6-(4-bromophenyl)-3-(3,5-dichlorophenyl)-1-methyl-1,3-diazaspiro[4.4]nonane-2,4-dione (80 mg, 0.17 mmol) (Example 1) was reacted with 4-fluorophenylboronic acid (71.4 mg, 0.51 mmol) to yield the above-titled compound (12 mg) as a white solid. 1H NMR (CDCl3) δ 7.45–7.55 (4H, m), 7.05–7.25 (5H, m), 6.62 (2H, m), 3.46 (1H, dd, J1=12.9 Hz, J2=6.3 Hz), 3.18 (3H, s), 2.5–2.75 (1H, m), 1.85–2.45 (5H, m).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07078420B2 |
| Source dataset | uspto-grants-2006_07 |
| ORD ID | ord-439a77c73ae7453d917a074aa8cfea94 |
| Source note | uspto-grants-2006_07 |