Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | HCID 68324148 | HCID 68324148 | — |
| Product | HCID 68324035 | HCID 68324035 | — |
Reaction Steps
A mixture of 4-{[(3-chlorophenyl)sulfonyl]amino}-6-methyl-3-[3-(methyloxy)phenyl]-thieno[2,3-b]pyridine-2-carboxylic acid (90 mg, 0.184 mmol) (Example 35) and concentrated sulfuric acid (0.069 mL, 1.288 mmol) in MeOH (5 mL) was heated at 70° C. under nitrogen for 20 h and then left stand at RT for 2 days. The reaction mixture was then concentrated and purified by chromatography on silica gel, eluting with a gradient of 30-50% ethyl acetate in cyclohexane, to give the title compound (46 mg). LCMS (A) m/z: 503 [M+1]+, Rt 1.41 min (acidic), Rt 0.96 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-9d72f5e1039e4f3e9eb48a0b94b2e22d |
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| Source note | uspto-grants-2015_05 |
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