HuagongsheHuagongshe Chemistry Print Report · For research reference only
(2R)-N,N-dibenzyl-8-bromo-1,2,3,4-tetrahydronaphthalen-2-amine → (2R)-N,N-dibenzyl-8-(2-methylpyrimidin-5-yl)-1,2,3,4-tetrahydronaphthalen-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (2R)-N,N-dibenzyl-8-bromo-1,2,3,4-tetrahydronaphthalen-2-amine | HCID 22082960 | — |
| Reactant | 2-Methylpyrimidine-5-boronic acid | HCID 45787274 | — |
| Product | (2R)-N,N-dibenzyl-8-(2-methylpyrimidin-5-yl)-1,2,3,4-tetrahydronaphthalen-2-amine | HCID 25116286 | 58% |
Reaction Steps
The title compound was synthesized as described for Intermediate example I-2 in 58% yield, starting from (2-methylpyrimidin-5-yl)boronic acid and (2R)-N,N-dibenzyl-8-bromo -1,2,3,4-tetrahydronaphthalen-2-amine; 1H NMR (400 MHz, DMSO-d6) δ ppm 8.68 (s, 2 H), 7.22-7.32 (m, 8 H), 7.11-7.21 (m, 4 H), 7.03 (dd, 1 H), 3.50-3.70 (m, 4 H), 2.88-3.02 (m, 2 H), 2.71 (s, 3 H), 2.66-2.83 (m, 2 H), 2.42-2.53 (m, 1 H, obscured by DMSO), 2.05-2.14 (m, 1 H), 1.64-1.79 (m, 1 H); MS (ESI) m/z 420[M+H+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08143408B2 |
| Source dataset | uspto-grants-2012_03 |
| ORD ID | ord-3938bab92892452ebb7eab8f15d8375a |
| Source note | uspto-grants-2012_03 |