Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | HCID 5326085 | HCID 5326085 | — |
| Reactant | HCID 58269955 | HCID 58269955 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Product | HCID 58269937 | HCID 58269937 | — |
Reaction Steps
A mixture of 5-bromo-7-chloro-3,4-dimethyl-1H-pyrrolo[2,3-c]pyridine (610 mg, 2.34 mmol), diethylphenyl boronic acid (500 mg, 2.81 mmol), Pd(PPh3)4 (140 mg, 0.12 mmol) and Na2CO3 (2M, 5 mL) in toluene (30 mL) is degassed, and stirred at 86° C. overnight. The mixture is diluted with EtOAc and washed with water and brine. The organic layer is dried over MgSO4 and concentrated under reduced pressure. Chromatography of the residue on silica gel (Hexane/EtOAc, 4:1) gives the titled compound. 1H NMR: (CDCl3) 9.10 (1H, br), 7.27 (1H, t, J=8.0 Hz), 7.14 (2H, d, J=8.0 Hz), 7.00 (1H, s), 2.46 (3H, s), 2.32 (3H, s), 2.27 (4H, q, J=7.5 Hz), 1.01 (6 H, t, J=7.5 Hz).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07906528B2 |
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| Source dataset | uspto-grants-2011_03 |
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| ORD ID | ord-33e65d7abed641a3995af61fec05a77c |
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| Source note | uspto-grants-2011_03 |
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