Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | tert-Butyl carbazate | HCID 70091 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 59275421 | HCID 59275421 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 59275285 | HCID 59275285 | — |
Reaction Steps
To a mixture of 1-(3-(2-(4-fluorophenyl)-3-(methylcarbamoyl)benzofuran-5-yl)-4-methylbenzamido)cyclopropanecarboxylic acid (41.6 mg, 0.086 mmol), tert-butyl hydrazinecarboxylate (16.95 mg, 0.128 mmol) and 2-(1H-benzo[d][1,2,3]triazol-1-yl)-1,1,3,3-tetramethylisouronium tetrafluoroborate (54.9 mg, 0.171 mmol) in DMF (1 mL) at r.t under N2 was added N,N-diisopropylethylamine (0.060 mL, 0.342 mmol). The mixture was stirred at r.t. for 19 hours. The mixture was added 5 ml H2O. The white precipitates were filtered, washed with 3×2 ml H2O and dried (33.1 mg), and was used without further purification. HPLC method: Solvent A=10% MeOH-90% H2O-0.1% TFA, Solvent B=90% MeOH-10% H2O-0.1% TFA, Start % B=0, Final % B=100, Gradient time=2 min, Stop time=3 min, Flow Rate=5 ml/min, Column: Phenomenex-Luna, 3.0×50 mm, S10; HPLC Rt=1.750 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07994171B2 |
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| Source dataset | uspto-grants-2011_08 |
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| ORD ID | ord-54d735dcb34b4448b765a4031d9fd29a |
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| Source note | uspto-grants-2011_08 |
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