Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 5-Fluoro-2-methoxyphenylboronic acid | HCID 2782673 | — |
| Reactant | HCID 178527479 | HCID 178527479 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 178491788 | HCID 178491788 | 19% |
Reaction Steps
A mixture of 5-bromo-N-[3-(1H-tetrazol-5-yl)phenyl]thiophene-2-sulfonamide (Intermediate 17) (19 mg, 0.05 mmol), 5-fluoro-2-methoxyphenylboronic acid (10 mg, 0.06 mmol), Pd(PPh3)4 (3 mg, 0.0025 mmol), NaHCO3 (13 mg, 0.15 mmol), EtOH (750 μL) and water (250 μL) was heated in a sealed tube at 80° C. over night. The mixture was concentrated and purified by preparative HPLC (ACE C8 5 μm, 0.1% TFA in water/CH3CN) giving 4.1 mg (19%) of the title compound. MS (ESI+) calcd for C18H14FN5O3S2 431.052209, found 431.051439.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09233946B2 |
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| Source dataset | uspto-grants-2016_01 |
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| ORD ID | ord-09592182a6584d649d60035e56d64a87 |
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| Source note | uspto-grants-2016_01 |
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