Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diphenyl Ether | HCID 7583 | — |
| Reactant | 4-Amino-2-bromo-3,6-dimethylthieno[2,3-b]pyridine-5-carboxylic acid | HCID 68323796 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 68323880 | HCID 68323880 | 56.9% |
Reaction Steps
A mixture of 4-amino-2-bromo-3,6-dimethylthieno[2,3-b]pyridine-5-carboxylic acid (Description 61) (720 mg, 2.391 mmol) and diphenyl ether (3.80 mL, 23.91 mmol) was heated to 200° C. for 48 h. The mixture was then cooled to RT, taken-up in MeOH (10 mL) and purified on silica, eluting with a gradient of 0-20% 2M NH3 in MeOH in DCM. Further purification by SCX, eluting with 0-100% 2M NH3 in MeOH in MeOH afforded the title compound (350 mg). LCMS (A) m/z: 257/259 [M+1]+, Rt 1.10 min (basic).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09029545B2 |
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| Source dataset | uspto-grants-2015_05 |
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| ORD ID | ord-25fd4de62105405f91918a7591a99e0f |
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| Source note | uspto-grants-2015_05 |
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