HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 59251367, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-(Methylsulfonyl)phenylboronic acid | HCID 2773542 | — |
| Reactant | HCID 59251284 | HCID 59251284 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 59251367 | HCID 59251367 | 77% |
Reaction Steps
A mixture of 2-[2-(4-bromophenyl)-1-(2-chlorobenzyl)-1H-imidazol-4-yl]-propan-2-ol (130 mg, 0.32 mmol), 3-methanesulfonyl-phenylboronic acid (80 mg, 0.40 mmol), Cl2Pd(dppf)DCM (13 mg, 5 mol %) and a 2.8M aqueous solution of K2CO3 (0.35 mL, 0.98 mmol) in DME (2 mL) was heated in a microwave unit (Biotage Initiator™) at 120° C. for 4 min. The reaction mixture was concentrated and purified by chromatography (silica, EtOAc/Hex, 45:55 to 90:10) to give the title compound (118 mg, 77%) as a white solid. 1H-NMR. (DCM-d2): δ 8.08 (m, 1H), 7.84 (dd, 2H), 7.55-7.64 (m, 5H), 736 (m, 1H), 7.17-7.26 (m, 2H), 6.85 (d, 1H), 6.77 (s, 1H), 5.24 (s, 2H), 3.00 (s, 3H), 2.86 (br s, 1H), 1.49 (s, 6H); MS (ES): 481 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09000022B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-fe6d6f4edec14ffcb57011289f8b3cb9 |
| Source note | uspto-grants-2015_04 |