Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | Tetramethoxypropane | HCID 66019 | — |
| Reactant | HCID 57908198 | HCID 57908198 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 57908202 | HCID 57908202 | 74.2% |
Reaction Steps
To a stirred mixture of di-tert-butyl 1-(5-chloro-2,3-difluoropyridin-4-yl)hydrazine-1,2-dicarboxylate (4.0 g, 0.010 mol, 1.0 equiv) and 1,1,3,3-tetramethoxypropane (17 mL, 0.10 mol, 10 equiv) was added a mixture of EtOH (100 mL) and concentrated H2SO4 (28 mL). The vessel was then sealed and heated to 45° C. After stirring for 45 minutes, the mixture was diluted with EtOAc (300 mL) and washed with water (300 mL), dried over Na2SO4 and concentrated under vacuum. The residue was purified over silica gel using 100% dichloromethane as eluent to give the desired product (1.6 g, 70%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07989469B2 |
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| Source dataset | uspto-grants-2011_08 |
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| ORD ID | ord-c5e3246d92644f25a650a687b94cd4d5 |
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| Source note | uspto-grants-2011_08 |
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