HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,4-Benzodioxan-6-ylamine → N4-benzyloxy-5-ethoxycarbonyl-N2-(3,4-ethylenedioxyphenyl)-2,4-pyrimidinediamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,4-Benzodioxan-6-ylamine | HCID 89148 | — |
| Reactant | N4-(3,4-ethylenedioxyphenyl)-5-fluoro-N2-(3-hydroxyphenyl)-2,4-primidinediamine | HCID 22060334 | — |
| Reactant | HCID 22060800 | HCID 22060800 | — |
| Product | N4-benzyloxy-5-ethoxycarbonyl-N2-(3,4-ethylenedioxyphenyl)-2,4-pyrimidinediamine | HCID 22060322 | — |
Reaction Steps
In a manner similar to the preparation of N4-(3,4-ethylenedioxyphenyl)-5-fluoro-N2-(3-hydroxyphenyl)-2,4-pyrimidinediamine, N4-benzyloxy-2-chloro-5-ethoxycarbonyl-4-pyrimidineamine and 1,4-benzodioxan-6-amine were reacted to yield N4-benzyloxy-5-ethoxycarbonyl-N2-(3,4-ethylenedioxyphenyl)-2,4-pyrimidinediamine. 1H NMR (DMSO-d6): δ 8.55 (s, 1H), 7.49-7.44 (m, 3H), 7.39-7.34 (m, 4H), 7.30-7.22 (m, 1H), 6.67 (d, 1H, J=8.4 Hz), 4.98 (s, 2H), 4.23-4.17 (m, 6H), 1.26 (t, 3H, J=7.2 Hz); LCMS: ret. time: 26.14 min.; purity: 95%; MS (m/e): 423 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09162989B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-cceaa7fd3ea7402bb413612b5404cfd1 |
| Source note | uspto-grants-2015_10 |