HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl chloroformate → 4-[4-(4-Methanesulfonyl-phenoxy)-pyrazolo[3,4-d]pyrimidin-1-yl]-piperidine-1-carboxylic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl chloroformate | HCID 6586 | — |
| Reactant | 4-(4-methanesulfonyl-phenoxy)-1-piperidin-4-yl-1H-pyrazolo[3,4-d]pyrimidine trifluoroacetate salt | HCID 66915326 | — |
| Product | 4-[4-(4-Methanesulfonyl-phenoxy)-pyrazolo[3,4-d]pyrimidin-1-yl]-piperidine-1-carboxylic acid methyl ester | HCID 57964910 | — |
Reaction Steps
4-[4-(4-Methanesulfonyl-phenoxy)-pyrazolo[3,4-d]pyrimidin-1-yl]-piperidine-1-carboxylic acid methyl ester was prepared according to General Procedure E by the reaction of 4-(4-methanesulfonyl-phenoxy)-1-piperidin-4-yl-1H-pyrazolo[3,4-d]pyrimidine trifluoroacetate salt (Intermediate 27) with methyl chloroformate (available from Aldrich Chemical Company, Inc., Milwaukee, Wis., USA). 1H NMR (400 MHz, DMSO-d6) δ 1.94-2.06 (m, 4H), 3.09-3.14 (m, 2H), 3.30 (methyl sulfonyl and water peak), 3.61 (s, 3H), 4.02-4.10 (m, 2H), 4.98-5.04 (m, 1H), 7.59-7.61 (m, 2H), 8.02-8.04 (m, 2H), 8.35 (s, 1H), 8.54 (s, 1H). Mass spectrum MH+=432.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08188098B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-e6c1c7b11076453e98e9cbf42255f4da |
| Source note | uspto-grants-2012_05 |