HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 67086717, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| 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 18473856 | HCID 18473856 | — |
| Reactant | Tert-butyl 3,8-diazabicyclo[4.2.0]octane-3-carboxylate | HCID 43810891 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 67086717 | HCID 67086717 | 67% |
Reaction Steps
3,8-Diaza-bicyclo[4.2.0]octane-3-carboxylic acid tert-butyl ester (92 mg, 0.44 mmol), 4-(2-fluoro-phenyl)-2-methyl-thiazole-5-carboxylic acid (104 mg, 0.44 mmol), di-isopropylethylamine (0.25 mL, 1.30 mmol) and HATU (247 mg, 0.65 mmol) were dissolved into DMF (5 mL) and stirred at room temperature for 18 h. The reaction mixture was diluted with ethyl acetate (20 mL) and washed with 1N NaOH (10 mL) and water (2×100 mL). The organic layers were combined, dried, filtered and concentrated to yield the title compound (125 mg, 67%). MS (ESI) mass calcd. for C12H18FN3OS, 431.41; m/z found, 432.3 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09062044B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-92bb9eb9f96843fa98c69337ceab839b |
| Source note | uspto-grants-2015_06 |