Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Bromine | HCID 24408 | — |
| Reactant | Sodium Thiosulfate | HCID 24477 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 117857099 | HCID 117857099 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 117856144 | HCID 117856144 | 37% |
Reaction Steps
7-methyl-5-(pyridin-3-yl)-3-(2,2,2-trifluoroethyl)-3H-pyrrolo[2,3-d]pyrimidin-4(7H)-one (0.28 g, 0.908 mmol) was dissolved in DMF (8 ml). The solution was cooled down to 0° C. Bromine (0.056 ml, 1.09 mmol) was added in dropwise. After 30 min, the reaction mixture was diluted with a aqueous mixture (3:1:4 water, saturated sodium bicarbonate solution and 20% w/w sodium thiosulfate solution, 80 ml) and extracted with ethyl acetate (3×50 ml). The combined organic phase was washed with water (4×60 ml), brine and concentrated to give title compound (0.13 g, 37%). LCMS RT=0.81 min, [M+H+(79Br)]=387.0, [M+H+(81Br)]=389.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09156853B2 |
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| Source dataset | uspto-grants-2015_10 |
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| ORD ID | ord-0191450971cc43e79626e3f3f27344d3 |
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| Source note | uspto-grants-2015_10 |
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