HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Bromopyridazine → HCID 25115595, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Bromopyridazine | HCID 17888927 | — |
| Reactant | (S)-N,N-dibenzyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)chroman-3-amine | HCID 25114260 | — |
| Product | HCID 25115595 | HCID 25115595 | 62% |
Reaction Steps
The title compound was synthesized as described for Intermediate example I-48 in 62% yield starting from (3S)-N,N-dibenzyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan -2-yl)chroman-3-amine and 4-bromopyridazine (1.2 equiv). The reaction was irradiated in microwave at 140° C. for 45 min: 1H NMR (400 MHz, CDCl3) δ ppm 9.26 (dd, 1 H), 9.19-9.22 (m, 1 H), 7.38 (dd, 1 H), 7.26-7.34 (m, 8 H), 7.16-7.25 (m, 3 H), 6.91 (d, 1 H), 6.78 (dd, 1 H), 4.36-4.43 (m, 1 H), 4.06 (t, 1 H), 3.64-3.77 (m, 4 H), 3.15-3.25 (m, 1 H), 2.86 (dd, 1 H), 2.57 (ddd, 1 H); MS (ESI) m/z 408[M+H+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08143408B2 |
| Source dataset | uspto-grants-2012_03 |
| ORD ID | ord-ef301528b46649b8a11336bafe70b39c |
| Source note | uspto-grants-2012_03 |