HuagongsheHuagongshe Chemistry Print Report · For research reference only
(2-Methoxypyridin-4-yl)boronic acid → (3S)-N,N-dibenzyl-5-(2-methoxypyridin-4-yl)chroman-3-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (2-Methoxypyridin-4-yl)boronic acid | HCID 23546919 | — |
| Reactant | (3S)-3-(Dibenzylamino)-3,4-dihydro-2H-chromen-5-yl trifluoromethanesulfonate | HCID 25053925 | — |
| Product | (3S)-N,N-dibenzyl-5-(2-methoxypyridin-4-yl)chroman-3-amine | HCID 25114477 | 100% |
Reaction Steps
The title compound was synthesized as described for Intermediate example I-2 in 100% yield, starting from 2-methoxypyridine-4-boronic acid and (3S)-3-(dibenzylamino)-3,4-dihydro-2H-chromen-5-yl trifluoromethanesulfonate; 1H NMR (400 MHz, DMSO-d6) δ ppm 8.22 (d, 1 H), 7.23-7.34 (m, 8 H), 7.09-7.23 (m, 3 H), 6.96 (dd, 1 H), 6.80 (dd, 1 H), 6.70-6.78 (m, 2 H), 4.31-4.37 (m, 1 H), 4.03-4.10 (m, 1 H), 3.91 (s, 3 H), 3.62-3.73 (m, 4 H), 2.90-3.07 (m, 2 H), 2.43-2.49 (m, 1 H); MS (ESI) m/z 437[M+H+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08143408B2 |
| Source dataset | uspto-grants-2012_03 |
| ORD ID | ord-c64beac2b1bd4a31ba9e1d01295bd0cc |
| Source note | uspto-grants-2012_03 |