Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | HCID 54595140 | HCID 54595140 | — |
| Reactant | HCID 67041496 | HCID 67041496 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Solvent | 1,1-Dichloroethane | HCID 6365 | — |
| Product | HCID 89620489 | HCID 89620489 | — |
Reaction Steps
178 mg (0.5 mmol) of 2-chloro-3-[5-(cyanomethyl)-4,5-dihydro-1,2-oxazol-3-yl]-4-(ethylsulfonyl)benzoic acid and 90 mg (0.65 mmol) of N-allyl-1-methyl-1H-tetrazol-5-amine are stirred in 3 ml of pyridine at room temperature (RT) for 1 h, and then a solution of 86 mg (0.675 mmol) of oxalyl chloride in 2 ml of dichloroethane is added. Subsequently, the mixture is stirred at 75° C. for 4 h. After cooling to RT, 0.5 ml of water is added. Then the mixture is stirred at RT for 30 min. The reaction solution is filtered and concentrated. The residue is purified by means of preparative HPLC (acetonitrile/water). Yield: 19 mg (8%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09204650B2 |
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| Source dataset | uspto-grants-2015_12 |
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| ORD ID | ord-89b8ed821e2b408fbdc7fc12a3897719 |
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| Source note | uspto-grants-2015_12 |
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