Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Formamide | HCID 713 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | HCID 22032174 | HCID 22032174 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 22031489 | HCID 22031489 | — |
Reaction Steps
2.54 g sodium triacetoxy borohydride was added little by little at room temperature to a mixture of 1.44 g 4-(4-bromo-1-trityl-1H-pyrazol-3-yl)phenylamine (compound in Production Example 152), 0.61 mL of 37% formamide and 40 mL 1,2-dichloroethane, and the mixture was stirred for 3 days. Ethyl acetate and an aqueous saturated sodium bicarbonate solution were added to the reaction solution and stirred, then water was added thereto, and the organic layer was separated. The organic layer was washed with brine and dried over anhydrous sodium sulfate. The drying agent was filtered off, and the filtrate was evaporated, and diisopropyl ether was added to the resulting residues which were then triturated, and the crystals were collected by filtration. The crystals were dried over a vacuum pump, to give 1.18 g of the title compound as pale brown crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07074801B1 |
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| Source dataset | uspto-grants-2006_07 |
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| ORD ID | ord-1b320b4caf48445d87272a3586e3dd76 |
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| Source note | uspto-grants-2006_07 |
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