HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → HCID 59198408, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 3-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine | HCID 3866161 | — |
| Reactant | HCID 59198390 | HCID 59198390 | — |
| Catalyst | HCID 178418807 | HCID 178418807 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 59198408 | HCID 59198408 | — |
Reaction Steps
A mixture of N-(5-(4-chloro-6-morpholinopyrimidin-2-yl)pyridine-2-yl)pivalamide (50 mg, 0.133 mmol), 3-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (94 mg, 0.399 mmol) and Pd(dppf)Cl2-CH2Cl2 (16 mg, 0.020 mmol) in 2 mL of dimethoxyethane:2 M Na2CO3 (3:1) is heated under microwave irradiation for 15 minutes at 130° C. (normal absorption, fixed hold time). The reaction mixture is partitioned between EtOAc (50 mL) and H2O (10 mL); the organic layer is separated, washed with brine (7 mL), dried over Na2SO4, filtered and concentrated. The residue thus obtained is used in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08173647B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-8a26fe0bbbf8486099b13222c1b720b0 |
| Source note | uspto-grants-2012_05 |