HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,3-Dimethylpyridine-5-boronic acid pinacol ester → 4-(2-(5,6-Dimethylpyridin-3-yl)-6-((4-(methylsulfonyl)piperazin-1-yl)methyl)thieno[2,3-d]pyrimidin-4-yl)morpholine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,3-Dimethylpyridine-5-boronic acid pinacol ester | HCID 53216810 | — |
| Reactant | 2-Chloro-6-((4-(methylsulfonyl)piperazin-1-yl)methyl)-4-morpholinothieno[2,3-d]pyrimidine | HCID 56833946 | — |
| Product | 4-(2-(5,6-Dimethylpyridin-3-yl)-6-((4-(methylsulfonyl)piperazin-1-yl)methyl)thieno[2,3-d]pyrimidin-4-yl)morpholine | HCID 24947052 | — |
Reaction Steps
2,3-Dimethyl-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyridine was reacted with 2-chloro-6-(4-methanesulfonyl-piperazin-1-ylmethyl)-4-morpholin-4-yl-thieno[2,3-d]pyrimidine in General Procedure A. Purification on silica yielded 371. NMR: (CDCl3): (400 MHz, CDCl3): 2.40 (3H, s, Me), 2.59 (3H, s, Me), 2.63-2.68 (4H, m), 2.82 (3H, s, Me), 3.29-3.31 (4H, m), 3.84 (2H, s, CH2), 3.90-3.92 (4H, m), 3.98-4.00 (4H, m), 7.17 (1H, s, Ar), 8.41 (1H, s, Ar) and 9.35 (1H, s, Ar). MS: (ESI+): MH+ 503.15
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08993563B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-59a49fc2a9e24639823ce620953f8103 |
| Source note | uspto-grants-2015_03 |