Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| 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 | HCID 67328452 | HCID 67328452 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67360035 | HCID 67360035 | — |
Reaction Steps
4-(Methylthio)thieno[3,2-d]pyrimidine-7-carboxylic acid (2 g, 10.2 mmol) obtained in Step 3 of Preparation Example 2 was dissolved in DMF (40 mL), methyl 3-amino-4-methyl benzoate (1.2 g, 7.3 mmol), HATU (8.3 g, 22 mmol) and DIPEA (6.4 mL, 36.6 mmol) were added thereto and stirred at 45° C. for 18 hours. The reaction mixture was diluted with ethyl acetate and washed with an aqueous sodium bicarbonate solution and brine, sequentially. The organic layer was dried with MgSO4, filtered and concentrated. The resulting mixture was purified by silica gel chromatography to obtain the title compound (2.5 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08999973B2 |
|---|
| Source dataset | uspto-grants-2015_04 |
|---|
| ORD ID | ord-af6c6f8b977b46f984dd9d58390ebc78 |
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| Source note | uspto-grants-2015_04 |
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