Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Ammonium Bicarbonate | HCID 14013 | — |
| Reactant | Di-tert-butyl dicarbonate | HCID 90495 | — |
| Reactant | HCID 22244543 | HCID 22244543 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 22244652 | HCID 22244652 | 10% |
Reaction Steps
To a solution of 3-[3,5-dimethyl-1-(4-{2-[({[(4-methylphenyl)sulfonyl]amino}carbonyl)amino]ethyl}phenyl)-1H-pyrazol-4-yl]benzoic acid (step 6, 270 mg, 0.52 mmol) in N,N-dimethylformamide (1 mL) was added ammonium bicarbonate (45 mg, 0.57 mmol), pyridine (0.35 mL) and a solution of di-t-butyldicarbonate (120 mg, 0.57 mmol) in N,N-dimethylformamide (1 mL). The mixture was stirred at room temperature for 1 day. After dilution with water (10 mL), extraction with ethyl acetate (30 mL×3) was followed. The organic layer was dried (Na2SO4) and the solvent was removed under reduced pressure. The crude products was purified by TLC with dichloromethane/methanol (10:1) to afford 46 mg (10%) of the title compound as white solids: MS (ESI) m/z 532 [M+H]+, 530 [M−H]−.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07001917B2 |
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| Source dataset | uspto-grants-2006_02 |
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| ORD ID | ord-2c3d09c001774c13959a5160d6f5a11f |
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| Source note | uspto-grants-2006_02 |
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