HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,4-Dichloro-5-fluoropyrimidine → HCID 68783530, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,4-Dichloro-5-fluoropyrimidine | HCID 250705 | — |
| Reactant | 5-Bromo-2,4-dichloropyrimidine | HCID 289973 | — |
| Reactant | 1-methyl-1H-pyrazol-4-amine | HCID 4770990 | — |
| Reactant | rel-(1R,2R,3S,4S)-3-Aminobicyclo[2.2.1]hept-5-ene-2-carboxamide | HCID 42580098 | — |
| Product | HCID 68783530 | HCID 68783530 | — |
Reaction Steps
The title compound was prepared as described in Example 1, substituting 1-ethyl-1H-pyrazol-4-amine for 1-methyl-1H-pyrazol-4-amine in Example 1B along with substitution of (+)-(1S,2S,3R,4R)-3-aminobicyclo[2.2.1]hept-5-ene-2-carboxamide for (+/−)-(1S,2S,3R,4R)-3-aminobicyclo[2.2.1]hept-5-ene-2-carboxamide and 2,4-dichloro-5-bromopyrimidine for 2,4-dichloro-5-fluoropyrimidine in Example 1A. 1H NMR (400 MHz, DMSO-D6, T=90° C.) ppm 1.36 (t, J=7.32 Hz, 3H) 1.42 (d, J=8.54 Hz, 1H) 2.12 (d, J=8.85 Hz, 1H) 2.55 (d, J=7.93 Hz, 1H) 2.77 (s, 1H) 2.88 (s, 1H) 4.05 (q, J=7.32 Hz, 2H) 4.16 (t, J=7.93 Hz, 1H) 6.21-6.39 (m, 2H) 6.77-6.97 (m, 1H) 7.36-7.54 (m, 3H) 7.70 (s, 1H) 7.91 (s, 1H) 8.68 (s, 1H); MS (ESI(+)) m/e 420 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08426408B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-6f75806679d9498cb8d261282516376e |
| Source note | uspto-grants-2013_04 |