HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 59593046, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | 2-Acetoxyisobutyroyl chloride | HCID 123496 | — |
| Reactant | 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole | HCID 45480186 | — |
| Reactant | 1-(2-Chloro-4-morpholinothieno[3,2-d]pyrimidin-6-yl)-N-methylmethanamine | HCID 59592937 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59593046 | HCID 59593046 | 52% |
Reaction Steps
1-(2-Chloro-4-morpholinothieno[3,2-d]pyrimidin-6-yl)-N-methylmethanamine 55 from Example 11a (0.22 g) was reacted with 2-acetoxyisobutyryl chloride (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. The resulting compound was dissolved in 2 mL THF and 2 mL MeOH followed by the addition of 2 mL 1M liOH and the resulting solution stirred for 2.5 hours. Complete reaction was confirmed by LCMS and the reaction was concentrated in vacuo to give 80.2 mg of 407 after RP-HPLC purification (52% yield). MS (Q1) 467.2 (M)+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07846929B2 |
| Source dataset | uspto-grants-2010_12 |
| ORD ID | ord-4ed8c288ee6b4001ac03ec24d751bb0a |
| Source note | uspto-grants-2010_12 |