HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Methyl-2-butanol → Ethyl 5-{[6-(2-hydroxy-1-morpholin-4-ylethyl)pyridin-2-yl]amino}-2-(6-morpholin-4-ylpyridin-3-yl)-1,3-thiazole-4-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Methyl-2-butanol | HCID 6405 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenyl | HCID 11155794 | — |
| Reactant | Ethyl 5-amino-2-(6-morpholin-4-ylpyridin-3-yl)-1,3-thiazole-4-carboxylate | HCID 58335250 | — |
| Reactant | 2-(6-Bromopyridin-2-yl)-2-morpholin-4-ylethanol | HCID 58335275 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Product | Ethyl 5-{[6-(2-hydroxy-1-morpholin-4-ylethyl)pyridin-2-yl]amino}-2-(6-morpholin-4-ylpyridin-3-yl)-1,3-thiazole-4-carboxylate | HCID 67305910 | — |
Reaction Steps
The title compound was prepared as described in Example 3, Step 1 using ethyl 5-amino-2-(6-morpholin-4-ylpyridin-3-yl)-1,3-thiazole-4-carboxylate (114 mg, 0.34 mmol), 2-(6-bromopyridin-2-yl)-2-morpholin-4-ylethanol (Example 3, Step 1) (98 mg, 0.34 mmol), Pd2(dba)3 (9.4 mg, 10.2 μmol), X-PHOS (24.4 mg, 0.051 mmol), potassium carbonate (51.8 mg, 0.38 mmol), and tert-amyl alcohol (1.7 ml) as starting materials. LRMS (APCI) calc'd for (C26H33N6O5S) [M+H]+, 541.2; found 541.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08278335B2 |
| Source dataset | uspto-grants-2012_10 |
| ORD ID | ord-3f3839104f9c4210a8c392401c5fb439 |
| Source note | uspto-grants-2012_10 |