Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 5-Bromopyridine-2,3-diamine | HCID 691156 | — |
| Reactant | 4-Methoxyphenylacetyl chloride | HCID 2734688 | — |
| Reactant | Tetrahydrofuran ethyl acetate | HCID 21939870 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 23025599 | HCID 23025599 | 55% |
Reaction Steps
A mixture of 2,3-diamino-5-bromopyridine (Compound of Reference Example 1) (1.32 g) and 4-methoxyphenylacetyl chloride (1.29 g) was stirred in the absence of solvent at 170° C. for 1.5 hour. The mixture was distributed with ethyl acetate-tetrahydrofuran (3:1, v/v) and water (at that time, the water layer was neutralized with 1 N sodium hydroxide). The organic layer was washed with water, dried over MgSO4, and the solvent was distilled off under reduced pressure. The resulting crystals were collected by filtration to obtain 6-bromo-2-(4-methoxybenzyl)-1H-imidazo[4,5-b]pyridine (1.22 g, 55%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07622479B2 |
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| Source dataset | uspto-grants-2009_11 |
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| ORD ID | ord-abf5c7fe0b2c42d1bdd2cab5553f9a0d |
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| Source note | uspto-grants-2009_11 |
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