HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → 2,3-d]Pyrimidin-5-yl]-5-oxidanyl-phenyl]methanesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | (S)-N-(3-Hydroxy-5-(4-((1-(5-methyl-4-oxo-3-phenyl-3,4-dihydropyrrolo[2,1-f][1,2,4]triazin-2-yl)ethyl)amino)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-5-yl)phenyl)methanesulfonamide | HCID 131736181 | — |
| Product | 2,3-d]Pyrimidin-5-yl]-5-oxidanyl-phenyl]methanesulfonamide | HCID 90102336 | 84.1% |
Reaction Steps
(S)—N-(3-Hydroxy-5-(4-((1-(5-methyl-4-oxo-3-phenyl-3,4-dihydropyrrolo[2,1-f][1,2,4]triazin-2-yl)ethyl)amino)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-5-yl)phenyl)methanesulfonamide (40 mg, 0.05 mmol) was treated with trifluoroacetic acid (920 μl, 11.94 mmol) and a solution of ammonia (7N in methanol, 920 μl, 6.44 mmol) according to the method described in Example 27. The residue was purified using SP1® Purification System (0% to 6% dichloromethane-2-propanol) to obtain 24 mg (78% yield) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09388189B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-9192096f89f54c2ea7e75713852ac9d0 |
| Source note | uspto-grants-2016_07 |