HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Pyridinylboronic acid → 6-((3-(Methylsulfonyl)pyrrolidin-1-yl)methyl)-4-morpholino-2-(pyridin-3-yl)thieno[3,2-d]pyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Pyridinylboronic acid | HCID 2734378 | — |
| Reactant | 3-(methylsulfonyl)pyrrolidine | HCID 3419356 | — |
| Reactant | 2-Chloro-4-morpholinothieno[3,2-d]pyrimidine-6-carbaldehyde | HCID 45789985 | — |
| Product | 6-((3-(Methylsulfonyl)pyrrolidin-1-yl)methyl)-4-morpholino-2-(pyridin-3-yl)thieno[3,2-d]pyrimidine | HCID 24947794 | — |
Reaction Steps
2-Chloro-4-morpholinothieno[3,2-d]pyrimidine-6-carbaldehyde 10 from Example 3 (100 mg) was reacted with 3-(methanesulfonyl)pyrrolidine following the protocol in General Procedure C. One half of the crude material was then used with pyridine-3-boronic acid in General Procedure A to give 47 mg of 141 following reversed phase HPLC purification. MS (Q1) 460 (M)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08383620B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-313573adf2ea418ebf5a1eb56a719caf |
| Source note | uspto-grants-2013_02 |