HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → HCID 19050464, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 4-n-Octyloxyphenylboronic Acid (contains varying amounts of Anhydride) | HCID 3977284 | — |
| Reactant | 5-Bromo-2-iodopyrimidine | HCID 7006651 | — |
| Reactant | 2-(2',3'-Difluoro-4'-octyloxyphenyl)-5-bromopyrimidine | HCID 23297043 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 19050464 | HCID 19050464 | 43% |
Reaction Steps
--Quantities: 5-bromo-2-iodopyrimidine (2 (1.23 g, 4.32 mmol), 4-octyloxyphenylboronic acid 7 (1.33 g, 5.18 mmol), tetrakis(triphenylphosphine)palladium (150 mg, 0.13 mmol), DME (30 ml), aqueous 2M sodium carbonate (30 ml). The experimental procedure was as described for compound 4 to yield the phenylpyrimidine 8 (0.67 g, 43%) (from EtOH), m.p. 95.0° C.; νmax /cm-1 (KBr) 2920, 1605, 1525, 1425, 1260, 1170, 1120 and 790; δ0.90 (3H, t, Me), 1.20-1.55 (10H, m), 1.84 (2H, quint, OCH2CH2), 4.02 (2H, t, OCH2), 6.97 (2H, d, J 7,3'- and 5'-H), 8.33 (2H, d, J 7,2'- and 6'-H) and 8.76 (2H, s, 4- and 6-H); m/z 366 (M+), 364 (M+), 252 (M+ -C8H16), 250 (M+ -C8H16), 195 and 186.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06121448 |
| Source dataset | uspto-grants-2000_09 |
| ORD ID | ord-e857efde0cfd4cc092de2d7bec650d8f |
| Source note | uspto-grants-2000_09 |