Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylamine | HCID 674 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | O-(2-Oxo-1(2H)-pyridyl)-N,N,N',N'-tetramethyluronium Tetrafluoroborate | HCID 2733204 | — |
| Reactant | HCID 178508605 | HCID 178508605 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178484582 | HCID 178484582 | — |
Reaction Steps
To a solution of 45 mg (0.11 mmol) of cis-3-[4-amino-5-(3benzyloxy-phenyl)pyrrolo[2,3-d]pyrimidin-7-yl]-cyclobutanecarboxylic acid in 2 ml of N,N-dimethylformamide is added 36 mg (0.12 mmol) of O-(1,2-dihydro-2-oxo-1-pyridyl)-1,1,3,3-tetramethyluronium tetrafluoroborate and 39 μl (0.23 mmol) of diisopropylethylamine. 40 μl of a 5.6 M solution of dimethylamine are added thereto. After stirring the solution for 15 min at RT, working-up is effected by partitioning between water and ethyl acetate. The organic layer is dried over magnesium sulfate and concentrated in vacuo to provide cis-3-[4-amino-5-(3-benzyloxy-phenyl)pyrrolo[2,3-d]pyrimidin-7-yl]-cyclobutanecarboxylic acid dimethylamide. Analytical HPLC: tR=6.81 min (Grad 2); ES-MS: m/eo=442.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07326699B2 |
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| Source dataset | uspto-grants-2008_02 |
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| ORD ID | ord-31731bef885649d384d354d581ba3a59 |
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| Source note | uspto-grants-2008_02 |
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