Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | 4-[5-(4-Isobutylphenyl)-1,3,4-oxadiazol-2-yl]benzaldehyde | HCID 59204288 | — |
| Reactant | HCID 178472514 | HCID 178472514 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 178472517 | HCID 178472517 | 88% |
Reaction Steps
A mixture of cis-3-amino-cyclobutanecarboxylic acid ethyl ester hydrochloride (0.181 g, 1.01 mmol), triethylamine (0.10 mL, 0.72 mmol) and dichloromethane (8 mL) was stirred at room temperature for 30 minutes. 4-[5-(4-isobutylphenyl)-1,3,4-oxadiazol-2-yl]benzaldehyde (0.181 mg, 1.04 mmol) was added to the reaction mixture and stirred for 2 hours. Sodium triacetoxyborohydride (0.213 g, 1.01 mmol) was added to the reaction mixture and stirred for 16 hours. Additional cis-3-amino-cyclobutanecarboxylic acid ethyl ester hydrochloride (0.100 mg, 0.773 mmol) and sodium triacetoxyborohydride (0.213 g, 1.01 mmol) was added to the reaction mixture and stirred for 72 hours. The reaction mixture was concentrated in vacuo and the resulting residue was triturated with water, filtered and dried to provide the title compound (0.303 g, 88% yield) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07671043B2 |
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| Source dataset | uspto-grants-2010_03 |
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| ORD ID | ord-f91ff40ccba045b4aa7509e4f2fa1e47 |
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| Source note | uspto-grants-2010_03 |
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