Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | HCID 88124294 | HCID 88124294 | — |
| Reactant | HCID 131723232 | HCID 131723232 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 70048745 | HCID 70048745 | 98.8% |
Reaction Steps
EMBEDDCCI (295 mg, 1.4 mmol) was added to a solution of [3-(4-cyanophenyl)-2-(R,S)-dimethylcarbamoyl-propionylamino]-(S)-cyclohexyl-acetic acid (500 mg, 1.3 mmol), 4-(1-imino-ethyl)-cyclohexylamine trifluoroacetic acid salt (478 mg, 1.3 mmol), triethylamine (131 mg, 1.3 mmol) and HOBt (260 mg, 1.3 mmol) in dimethylformamide (20 ml) at 0° C. The mixture was stirred at 0° C. for 1 hour and at 22° C. for 15 hours. The precipitated urea was filtered off and the filtrate was evaporated to give 800 mg (85%) of the desired product. MS m/z: 509.4 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06395737B1 |
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| Source dataset | uspto-grants-2002_05 |
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| ORD ID | ord-7075b6bb479241e9ad237bec9adb0058 |
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| Source note | uspto-grants-2002_05 |
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