Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Fluorobenzoic Acid | HCID 9973 | — |
| Reactant | Diisopropylcarbodiimide | HCID 12734 | — |
| Reactant | HOAt | HCID 181649 | — |
| Reactant | HCID 131720973 | HCID 131720973 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 22103497 | HCID 22103497 | — |
Reaction Steps
To 2'-[(methylamino)methyl]-N-(3,4-dimethyl-5-isoxazolyl)-4'-(2-oxazolyl)[1,1'-biphenyl]-2-sulfonamide, monohydrochloride (100 mg, 0.21 mmol, prepared as described in Step (A) of Example 28) and 4-fluorobenzoic acid (29.5 mg, 0.21 mmol) in 0.3 ml of CH2Cl2, triethylamine (43 mg, 0.42 mmol) and 1-hydroxy-7-azabenzotriazole (31.6 mg, 0.23 mmol) were added and followed by 1,3-diisopropylcarbodiimide (29.3 mg, 0.23 mmol). The reaction was stirred at room temperature for 3 hrs and concentrated. The residue was purified by preparative HPLC on an ODS S10 O column using 31% solvent A (10% MeOH, 90% H2O, 0.1% TFA) and 69% solvent B (90% MeOH, 10% H2O, 0.1% TFA) to provide the title compound of this Example (60 mg, 51%) as a white solid, m.p. 125°-135° C. (amorphous).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05846990 |
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| Source dataset | uspto-grants-1998_12 |
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| ORD ID | ord-cec2325600684fdb814321c0fb682b6f |
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| Source note | uspto-grants-1998_12 |
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