HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → 2-[(1S)-1-[[5-(3-hydroxyphenyl)sulfanyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl]amino]ethyl]-5-methyl-3-phenylpyrrolo[2,1-f][1,2,4]triazin-4-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Boron tribromide | HCID 25134 | — |
| Reactant | (S)-2-(1-((5-((3-Methoxyphenyl)thio)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)ethyl)-5-methyl-3-phenylpyrrolo[2,1-f][1,2,4]triazin-4(3H)-one | HCID 131736150 | — |
| Product | 2-[(1S)-1-[[5-(3-hydroxyphenyl)sulfanyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl]amino]ethyl]-5-methyl-3-phenylpyrrolo[2,1-f][1,2,4]triazin-4-one | HCID 73775801 | 75% |
Reaction Steps
(S)-2-(1-((5-((3-Methoxyphenyl)thio)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)ethyl)-5-methyl-3-phenylpyrrolo[2,1-f][1,2,4]triazin-4(3H)-one (36.4 mg, 0.06 mmol) was treated with boron tribromide (1M in dichloromethane, 1 mL, 1 mmol) and a solution of ammonia (7N in methanol, 3 mL, 21 mmol) according to the method described in Example 41 to give 21 mg (75% yield) of the title compound. Purity 88%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09388189B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-c39336bc08a84a5788f7ed5bc06c2b36 |
| Source note | uspto-grants-2016_07 |