HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Anhydride → HCID 71004951, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 71468405 | HCID 71468405 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 71004951 | HCID 71004951 | 54% |
Reaction Steps
A solution of (3S)-1-(1-(3-(8-(cyclopropylmethoxy)quinolin-2-yl)-[1,2,4]triazolo[4,3-a]pyridin-6-yl)-2,2,2-trifluoroethyl)pyrrolidin-3-amine (Example 5; 0.15 g, 0.27 mmol), DIEA (0.14 mL, 0.81 mmol) and acetic anhydride (0.038 mL, 0.41 mmol) in dichloromethane (4 mL) was stirred at ambient temperature for 18 hours. The mixture was partitioned between ethyl acetate (15 mL) and water (5 mL). The organic layer was separated and washed with aqueous 1N HCl (5 mL), water and brine, then dried (MgSO4), filtered and concentrated under reduced pressure to afford N-((3S)-1-(1-(3-(8-(cyclopropylmethoxy)quinolin-2-yl)-[1,2,4]triazolo[4,3-a]pyridin-6-yl)-2,2,2-trifluoroethyl)pyrrolidin-3-yl)acetamide (0.076 g, 54%). LCMS APCI (+) m/z 525 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08889704B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-6d8cb18fa290450fb221b77d5ad62a5e |
| Source note | uspto-grants-2014_11 |