Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrazine | HCID 9321 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | HCID 58955126 | HCID 58955126 | — |
| Solvent | Ethylene Glycol | HCID 174 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 24861016 | HCID 24861016 | — |
Reaction Steps
To a stirred solution of methyl methyl{2-[3-(phenylsulfonyl)-1H-indol-5-yl]ethyl}carbamate (171 mg, 0.46 mmol) in ethylene glycol (5 ml) was added H2NNH2 (147 mg, 4.6 mmol), KOH (1.9 g 13.8 mmol), and heated to 110° C. for 12 hours. The mixture was cooled to room temperature, diluted with water (5 mL) and extracted with EtOAc. The combined organic layers were washed with water (7 mL), brine (10 mL), dried (MgSO4), filtered and concentrated under reduced pressure to a residue which is triturated with CH2Cl2 to afford an off white solid, (131 mg, 93%). Mp: 151-154° C., MS (ES−) 313 (M−H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07645752B2 |
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| Source dataset | uspto-grants-2010_01 |
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| ORD ID | ord-3cb4c6e1d4ba4381a0cb107c7963eb65 |
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| Source note | uspto-grants-2010_01 |
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