HuagongsheHuagongshe Chemistry Print Report · For research reference only
(3S)-3-(Dibenzylamino)-3,4-dihydro-2H-chromen-5-yl trifluoromethanesulfonate → (3S)-N,N-dibenzyl-5-(3-methylpyridin-4-yl)chroman-3-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (3S)-3-(Dibenzylamino)-3,4-dihydro-2H-chromen-5-yl trifluoromethanesulfonate | HCID 25053925 | — |
| Reactant | (3-Methylpyridin-4-yl)boronic acid | HCID 44754762 | — |
| Product | (3S)-N,N-dibenzyl-5-(3-methylpyridin-4-yl)chroman-3-amine | HCID 25114479 | 76% |
Reaction Steps
The title compound was synthesized as described for Intermediate example I-2 in 76% yield, starting from 3-methylpyridine-4-boronic acid and (3S)-3-(dibenzylamino)-3,4-dihydro-2H-chromen-5-yl trifluoromethanesulfonate; 1H NMR (400 MHz, DMSO-d6) δ ppm 8.54 (d, 1 H), 8.46 (dd, 1 H), 7.25-7.32 (m, 8 H), 7.05-7.24 (m, 4 H), 6.76-6.83 (m, 1 H), 6.59-6.64 (m, 1 H), 4.26-4.34 (m, 1 H), 4.04-4.13 (m, 1 H), 3.55-3.68 (m, 4 H), 2.93-3.07 (m, 1 H), 2.34-2.43 (m, 1 H), 2.08-2.22 (m, 1 H), 1.92-2.02 (m, 3 H); MS (ESI) m/z 421[M+H+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08143408B2 |
| Source dataset | uspto-grants-2012_03 |
| ORD ID | ord-05ac93c1eddd49b1b6be152988ffd07b |
| Source note | uspto-grants-2012_03 |