Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Methanol | HCID 887 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | HCID 58072945 | HCID 58072945 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 58073028 | HCID 58073028 | — |
Reaction Steps
The title compound is synthesized according to general procedure GP4 starting from 2.0 g (8.2 mmol) 4-chloro-6-methyl-5-(6-amino-pyridin-3-ylethynyl)-pyrimidine using 2.2 g (12.3 mmol) 4-methoxycarbonylphenyl boronic acid, 240 mg (1.5 mmol) 287 mg (0.41 mmol) bis-(triphenylphoshine)palladium(II) chloride, 6.1 mL (12.3 mmol) of an aqueous 2 M Cs2CO3 and 2 mL EtOH in 5 mL DME. The reaction mixture is stirred for 1 h at 130° C. in the microwave. The reaction mixture is suspended in MeOH and the precipitated to product is filtered off and washed with MeOH. After drying 2.2 g (77%) of the desired product are obtained as solid material.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09321771B2 |
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| Source dataset | uspto-grants-2016_04 |
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| ORD ID | ord-cefb552225524b2a996e5a4f0c2635c9 |
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| Source note | uspto-grants-2016_04 |
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