HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → HCID 86618385, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole | HCID 45480186 | — |
| Reactant | HCID 86618384 | HCID 86618384 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 86618385 | HCID 86618385 | — |
Reaction Steps
A mixture of 3-(2-chloro-4-morpholin-4-yl-thieno[3,2-d]pyrimidin-6-yl)-propionic acid (200 mg), 4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-indazole (209 mg), 1 M aqueous sodium carbonate solution (1.83 mL) and PdCl2(PPh3)2 (22 mg) in acetonitrile (3 mL) was reacted in the microwave at 140° C. for 15 min. The reaction mixture was then poured into a mixture of ethyl acetate (20 mL) and water (20 mL). The aqueous layer was collected and carefully acidified to pH 6 using 2 M aqueous hydrochloric acid. The product was then filtered and washed with water to give 3-[2-(1H-indazol-4-yl-4-morpholin-4-yl-thieno[3,2-d]pyrimidin-6-yl]-propionic acid as a grey solid (145 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07846929B2 |
| Source dataset | uspto-grants-2010_12 |
| ORD ID | ord-e1a5dcff2700415181f9f32bc60996d2 |
| Source note | uspto-grants-2010_12 |