Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | HCID 58032577 | HCID 58032577 | — |
| Solvent | Ethanol tetrahydrofuran water | HCID 18504229 | — |
| Product | HCID 58032656 | HCID 58032656 | — |
Reaction Steps
The reaction was carried out under argon. Solid lithium hydroxide (15.8 mg, 660 μmol, 3 eq.) was added to a solution of ethyl (7R)-7-(4-cyanophenyl)-5-methyl-4-[3-(trifluoromethyl)phenyl]-4,7-dihydrotetrazolo[1,5-a]pyrimidine-6-carboxylate (100 mg, 220 μmol) in an ethanol/THF/water mixture (4:1:0.6, 5.6 ml). The solution was heated at 55° C. for 1.5 h. At 0° C., the mixture was then acidified with 1 N hydrochloric acid (0.66 ml) and then directly purified by preparative HPLC (Kromasil C18 column; mobile phase: acetonitrile/water+0.1% TFA 10:90→90:10). The product was obtained as a colorless amorphous solid (67 mg, 71% of theory).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09359362B2 |
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| Source dataset | uspto-grants-2016_06 |
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| ORD ID | ord-e2edaa25c6e0453a8b05ec339f1c50c1 |
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| Source note | uspto-grants-2016_06 |
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