Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | HCID 90036829 | HCID 90036829 | — |
| Catalyst | Zinc | HCID 23994 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 90036644 | HCID 90036644 | 85.4% |
Reaction Steps
NH4Cl (48.0 mg, 0.90 mmol, Eq: 2) and Zn powder (440 mg, 6.73 mmol, Eq: 15) were added to a solution of 2-(dibenzylamino)-2-(4-(2,3-difluoro-6-nitrophenoxy)tetrahydro-2H-pyran-4-yl)-acetic acid (230 mg, 449 μmol, Eq: 1.00) in MeOH (10 mL) and the mixture was heated to 65° C. After 2 h the mixture was filtered through Celite. The filtrate was concentrated and partitioned between 1 N NaOAc and EtOAc. The organic layer was dried over Na2SO4 then concentrated under reduced pressure to afford [4-(6-amino-2,3-difluoro-phenoxy)-tetrahydro-pyran-4-yl]-dibenzylamino-acetic acid (185 mg) which was used without purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09394263B2 |
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| Source dataset | uspto-grants-2016_07 |
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| ORD ID | ord-005b0cb6c041410ea2e88e2ab14b15ce |
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| Source note | uspto-grants-2016_07 |
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