Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | HCID 117600984 | HCID 117600984 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | (Methanesulfinyl)methane--water (1/1) | HCID 23503278 | — |
| Product | HCID 117601990 | HCID 117601990 | — |
Reaction Steps
To a microwave vial containing 1-cyclopropyl-5-(3,5-dimethylisoxazol-4-yl)-7-iodo-1H-benzo[d]imidazol-2(3H)-one (25 mg, 0.063 mmol, 1 equiv.) was added 3,5-6-methylquinolin-5-ylboronic acid (71 mg, 0.38 mmol, 6 equiv.), Pd(dppf)Cl2.CH2Cl2 (11 mg, 0.013 mmol, 0.1 equiv.) and DBU (76 mL, 0.51 mmol, 8 equiv.) and dissolved in DMSO-H2O (4 mL, 0.2 M, 2/1, v/v). The mixture was heated to 140° C. for 30 minutes in the microwave reactor. Purification was carried out by reverse phase HPLC.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09255089B2 |
|---|
| Source dataset | uspto-grants-2016_02 |
|---|
| ORD ID | ord-badaf30d7a1c4e93912e8bb450fa3461 |
|---|
| Source note | uspto-grants-2016_02 |
|---|
