HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → HCID 178432617, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-Fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile | HCID 51350951 | — |
| Reactant | HCID 178432618 | HCID 178432618 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Product | HCID 178432617 | HCID 178432617 | 81.3% |
Reaction Steps
A mixture of 4-chloro-6-[2-(4-methyl-5-phenyl-1H-imidazol-2-yl)-4-morpholinyl]-2-pyrimidinamine (1.2 g, 3.24 mmol), 2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile (1.199 g, 4.85 mmol), Na2CO3 (0.857 g, 8.09 mmol) and Pd(PPh3)4 (0.374 g, 0.324 mmol) was placed into a microwave vial and heated in Biotage Initiator using initial 150 W to 140° C. for 1 hour. After cooling the reaction, the solvent was removed under reduced pressure, and the crude product was added to a silica gel column and eluted with Hex/EtOAc (1:3) to afford the title compound (1.2 g) as a yellow solid. LC-MS (ES) m/z=456 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08697685B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-ccdcba70f93a4ed8bcc1128c9e1859d4 |
| Source note | uspto-grants-2014_04 |