Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanolamine | HCID 700 | — |
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | HCID 54348204 | HCID 54348204 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 9951425 | HCID 9951425 | — |
Reaction Steps
1.0 g of 3-(5-phenyl-4-aminopyrrolo[2,3-d]pyrimidin-7-yl)benzoic acid (Example 15) is dissolved in 25 ml of warm DMF and the solution is cooled to 0° C. The mixture is treated with 0.54 g of carbonyldiimidazole and stirred at RT for 2 h. 0.19 g of ethanolamine is then added dropwise and the mixture is allowed to warm to RT and is stirred for 3 h. The mixture is then concentrated in an RE. The residue is dissolved in methylene chloride and the solution is crystallized overnight at 0° C. After filtration, the residue is dissolved in methylene chloride and chromatographed on silica gel (methylene chloride/methanol 15:1). The product-containing fractions are concentrated and the residue is taken up in a little methylene chloride and crystallized overnight at 0° C. The crystals formed are filtered off and dried under HV. N-(2-Hydroxyethyl)-3-(5-phenyl-4-aminopyrrolo[2,3-d]pyrimidin-7-yl)-benzamide having a melting point of 194°-198° C. is obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05869485 |
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| Source dataset | uspto-grants-1999_02 |
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| ORD ID | ord-404a5343e967471abd1a39a56e0e3857 |
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| Source note | uspto-grants-1999_02 |
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