HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,6-Lutidine → HCID 59593007, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,6-Lutidine | HCID 7937 | — |
| Reactant | 2-chloro-N-cyclopropylacetamide | HCID 735780 | — |
| Reactant | 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole | HCID 45480186 | — |
| Reactant | (2-Chloro-4-morpholinothieno[3,2-d]pyrimidin-6-yl)methanamine | HCID 46180727 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 59593007 | HCID 59593007 | 40% |
Reaction Steps
To (2-Chloro-4-morpholinothieno[3,2-d]pyrimidin-6-yl)methanamine 27 from Example 11 (110 mg, 0.39 mM) in 5 mL DMF was added 48.2 uL (1.06 eq) 2,6-lutidine and N1-cyclopropyl-2-chloroacetamide (1.2 eq) followed by Suzuki coupling of 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)1H-indazole 7 as per General Procedure K. Complete reaction was confirmed by LCMS and the reaction was concentrated in vacuo to give 6.5 mg of 382 after RP-HPLC purification (40% yield). MS (Q1) 464.3 (M)+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08450315B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-653c99b7e08f49ea8c0cf07e6f8d530f |
| Source note | uspto-grants-2013_05 |