HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 1,1-Dimethylpropyl 4-({6-[5-(methylsulfonyl)indolin-1-yl]pyrimidin-4-yl}oxy)piperidine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Tert-butyl 4-((6-(5-(methylsulfonyl)indolin-1-yl)pyrimidin-4-yl)oxy)piperidine-1-carboxylate | HCID 25242414 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-Methyl-2-butanol | HCID 6405 | — |
| Product | 1-Methylcyclopentanol | HCID 73830 | — |
| Product | 1,1-Dimethylpropyl 4-({6-[5-(methylsulfonyl)indolin-1-yl]pyrimidin-4-yl}oxy)piperidine-1-carboxylate | HCID 68563121 | 19% |
Reaction Steps
Trifluoroacetic acid (2 mL) was added to a dichloromethane (10 mL) solution of the tert-butyl 4-({6-[5-(methylsulfonyl)indolin-1-yl]pyrimidin-4-yl}oxy)piperidine-1-carboxylate (430 mg, 0.881 mmol) produced in Example 1, and the mixture was stirred at room temperature for 2 hours. From the reaction solution, the solvent was distilled off under reduced pressure. The same reaction as in the method described in Example 102 was performed using a portion (201 mg) of the obtained residue and, instead of 1-methylcyclopentanol, 2-methyl-2-butanol to obtain the title compound as white powder (50.4 mg, yield: 19%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08232287B2 |
| Source dataset | uspto-grants-2012_07 |
| ORD ID | ord-54ebcadfbc3e41b991e169930848bbb4 |
| Source note | uspto-grants-2012_07 |