HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → N-[4-[4-[[(1S)-1-(5-methyl-4-oxo-3-phenylpyrrolo[2,1-f][1,2,4]triazin-2-yl)ethyl]amino]-7H-pyrrolo[2,3-d]pyrimidin-5-yl]-1H-indol-6-yl]methanesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | (S)-N-(4-(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)-1H-indol-6-yl)methanesulfonamide | HCID 131736208 | — |
| Product | N-[4-[4-[[(1S)-1-(5-methyl-4-oxo-3-phenylpyrrolo[2,1-f][1,2,4]triazin-2-yl)ethyl]amino]-7H-pyrrolo[2,3-d]pyrimidin-5-yl]-1H-indol-6-yl]methanesulfonamide | HCID 118433737 | 84.2% |
Reaction Steps
(S)—N-(4-(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)-1H-indol-6-yl)methanesulfonamide (87 mg, 0.12 mmol) was treated with trifluoroacetic acid (2.5 ml, 32 mmol) and a solution of ammonia (7N in methanol, 1.25 ml, 17 mmol) according to the method described in Example 27. The residue was purified using SP1® Purification System (0% to 50% dichloromethane-2-propanol) to obtain 60 mg (80% yield) of the title compound. Purity 95%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09388189B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-ce6f9bc6cfaf456aa508d8ceac5cffc7 |
| Source note | uspto-grants-2016_07 |