HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Aminobenzyl alcohol → 2-chloro-5-fluoro-N4-[4-(hydroxymethyl)phenyl]4-pyrimidineamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Aminobenzyl alcohol | HCID 69331 | — |
| Reactant | 2,4-Dichloro-5-fluoropyrimidine | HCID 250705 | — |
| Reactant | 2-chloro-5-fluoro-N-(3,4-ethylenedioxyphenyl)-4-pyrimidineamine | HCID 22060362 | — |
| Product | 2-chloro-5-fluoro-N4-[4-(hydroxymethyl)phenyl]4-pyrimidineamine | HCID 22060480 | — |
Reaction Steps
In a manner similar to the preparation of 2-chloro-N4-(3,4-ethylenedioxyphenyl)-5-fluoro-4-pyrimidineamine, 2,4-dichloro-5-fluoropyrimidine and 4-aminobenzylalcohol were reacted to yield 2-chloro-5-fluoro-N4-[4-(hydroxymethyl)phenyl]-4-pyrimidineamine. 1H NMR (CDCl3): δ 8.08 (d, 1H, J=2.7 Hz), 7.62 (d, 2H, J=9.0 Hz), 7.40 (d, 2H, J=8.1 Hz), 6.99 (bs, 1H), 4.70 (s, 2H); 19F NMR (CDCl3): −44570 (s, 1F); LCMS: ret. time: 19.57 min.; purity: 99%; MS (m/e): 254 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08835430B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-f4d862f775394242af15e035956fc33b |
| Source note | uspto-grants-2014_09 |