HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(Tributylstannyl)pyrimidine → 4-(4-Pyrimidin-2-yl-phenylamino)-piperidine-1-carboxylic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(Tributylstannyl)pyrimidine | HCID 2763251 | — |
| Reactant | Tert-butyl 4-((4-bromophenyl)amino)piperidine-1-carboxylate | HCID 11210451 | — |
| Catalyst | Triphenylphosphine palladium dichloride | HCID 13169693 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 4-(4-Pyrimidin-2-yl-phenylamino)-piperidine-1-carboxylic acid tert-butyl ester | HCID 58985153 | — |
Reaction Steps
A solution of 4-(4-Bromo-phenylamino)-piperidine-1-carboxylic acid tert-butyl ester (355 mg; 1.002 mmol); 2-tributylstannanyl-pyrimidine (1.1 g; 2.98 mmol); triphenylphosphine palladium dichloride (35 mg, 0.049 mmol) was stirred in DME (4 ml) at 100° C. overnight. Reaction mixture was cooled to room temperature, diluted with EtOAc (100 ml) and water (50 ml). Separated organic layer, washed with brine, dried over Na2SO4, then chromatographed on silica gel eluting with 70% v/v EtOAc/Hexanes yielding product at solid (110 mg; 31%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07807672B2 |
| Source dataset | uspto-grants-2010_10 |
| ORD ID | ord-e64e5671e6d8479f8d65628f7c062c9c |
| Source note | uspto-grants-2010_10 |