Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Phosgene | HCID 6371 | — |
| Reactant | HCID 86677885 | HCID 86677885 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 86677888 | HCID 86677888 | — |
Reaction Steps
tert-Butyl [1-(3-acetyl-5-chloro-2-ethoxy-6-fluorophenyl)-2-hydroxyethyl]carbamate (234 mg, 0.62 mmol) (from Step 8) was dissolved in 1,2-dichloroethane (12 mL) and a solution of 2.0 M phosgene in toluene (0.93 mL) was added. The mixture was heated to 80° C. for 1.5 hours. Evaporation and purification on silica gel using ethyl acetate in hexanes (0-85%) gave the desired compound, 175 mg, 93%. LCMS calculated for C13H14ClFNO4 (M+H)+: m/z=302.1; found: 302.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09199982B2 |
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| Source dataset | uspto-grants-2015_12 |
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| ORD ID | ord-8d849acbfd0e410b9c9e3a0e9cb0c896 |
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| Source note | uspto-grants-2015_12 |
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