Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methylamine | HCID 6329 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | 4-[4-Fluoro-2-(tetrahydro-pyran-4-yloxy)-phenylamino]-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylic acid methylester | HCID 46182044 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 46182664 | HCID 46182664 | 46.1% |
Reaction Steps
HATU (0.052 g, 0.138 mmol) was added into a mixture of methyl 4-(4-fluoro-2-(tetrahydro-2H-pyran-4-yloxy)phenylamino)-5-methylthieno[2,3-d]pyrimidine-6-carboxylate (0.050 g, 0.125 mmol) and Hünig's base (22 μL, 0.125 mmol) in DMF (2.0 mL) at 0° C. The reaction mixture was stirred at 0° C. for 0.5 hours. Methylamine (2M in THF, 1.0 mL, 2.0 mmol) was added and the coolant removed. The reaction mixture was stirred at ambient temperature overnight. The product was triturated with MeOH to yield a white solid (0.024 g, 46% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08486953B2 |
|---|
| Source dataset | uspto-grants-2013_07 |
|---|
| ORD ID | ord-6b6d3f16f932428d966ba1e833800fc8 |
|---|
| Source note | uspto-grants-2013_07 |
|---|
