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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1517345Generated: October 27, 2026

Trifluoroacetic acid → 1,1-Dimethylpropyl 4-({6-[5-(methylsulfonyl)indolin-1-yl]pyrimidin-4-yl}oxy)piperidine-1-carboxylate

https://huagongshe.com/reaction/1517345

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantTert-butyl 4-((6-(5-(methylsulfonyl)indolin-1-yl)pyrimidin-4-yl)oxy)piperidine-1-carboxylateHCID 25242414—
SolventDichloromethaneHCID 6344—
Product2-Methyl-2-butanolHCID 6405—
Product1-MethylcyclopentanolHCID 73830—
Product1,1-Dimethylpropyl 4-({6-[5-(methylsulfonyl)indolin-1-yl]pyrimidin-4-yl}oxy)piperidine-1-carboxylateHCID 6856312119%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08232287B2
Source datasetuspto-grants-2012_07
ORD IDord-54ebcadfbc3e41b991e169930848bbb4
Source noteuspto-grants-2012_07