HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,2,3,3-Tetramethylcyclopropanecarboxylic acid → HCID 86708808, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,2,3,3-Tetramethylcyclopropanecarboxylic acid | HCID 152115 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | HCID 86708807 | HCID 86708807 | — |
| Catalyst | Formic Acid | HCID 284 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Diisopropylethylamine | HCID 81531 | — |
| Product | HCID 86708808 | HCID 86708808 | 50% |
Reaction Steps
Methyl (S)-1-((2S,4S)-2-(5-(7-(2-((2S,4S)-1-((R)-2-amino-2-phenylacetyl)-4-methylpyrrolidin-2-yl)-1H-imidazol-5-yl)-5,10-dihydrochromeno[5,4,3-cde]chromen-2-yl)-1H-imidazol-2-yl)-4-methylpyrrolidin-1-yl)-3-methyl-1-oxobutan-2-ylcarbamate (45 mg, 0.049 mmol) in 0.5 mL 10% DIPEA in DMF was added to a mixture of 2,2,3,3-tetramethylcyclopropanecarboxylic acid (8.4 mg, 0.059 mmol) and HATU (22 mg, 0.059 mmol) in 0.2 mL 10% DIPEA in DMF. After 20 minutes stirring at room temperature, the reaction mixture was diluted with 0.2 mL water, 5 drops formic acid, and methanol to a total volume of 2.4 mL and purified by reverse phase HPLC to give 22.6 mg product as a trifluoroacetate salt.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09156823B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-17fcb359c0a4466da80406cad86cba92 |
| Source note | uspto-grants-2015_10 |