Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | HCID 58305582 | HCID 58305582 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 58305709 | HCID 58305709 | 50% |
Reaction Steps
To 25 mL vial which contained 3-[1-(4-carbamoyl-2-methyl-phenyl)-5-(4-cyano-phenyl)-1H-pyrrol-2-yl]-propionic acid ethyl ester (26A) (50 mg, 0.12 mmoL) in DMF (4 mL) was added sodium azide (40 mg, 0.6 mmoL) and ammonium chloride (40 mg, 0.8 mmoL) at rt. The vial was sealed and the reaction mixture was heated to 100° C. and stirred for 16 h. The reaction mixture was cooled to rt and poured into 30 mL ice-water solution. The aqueous solution was acidified with aq HCl (1 N) to pH=1-2, the solid which formed was filtered out, washed with water (25 mL), dried over air to afford the desired compound 3-{1-(4-Carbamoyl-2-methyl-phenyl)-5-[4-(2H-tetrazol-5-yl)-phenyl]-1H-pyrrol-2-yl}-propionic acid ethyl ester (26B) (27 mg, 50% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09138427B2 |
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| Source dataset | uspto-grants-2015_09 |
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| ORD ID | ord-8ad7f76ae5d549a9a67acab9b58e2a14 |
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| Source note | uspto-grants-2015_09 |
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