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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 921768Generated: October 31, 2026

Tert-butyl (2-chloro-5-cyano-3-(morpholinomethyl)phenyl)carbamate → 3-Amino-4-chloro-5-(morpholinomethyl)benzonitrile

https://huagongshe.com/reaction/921768

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTert-butyl (2-chloro-5-cyano-3-(morpholinomethyl)phenyl)carbamateHCID 86708657—
SolventDichloromethaneHCID 6344—
SolventTrifluoroacetic acidHCID 6422—
Product3-Amino-4-chloro-5-(morpholinomethyl)benzonitrileHCID 8670865699.3%

Reaction Steps

A solution of tert-butyl (2-chloro-5-cyano-3-(morpholinomethyl)phenyl)carbamate (45 mg, 0.128 mmol) in a mixture of DCM (2 mL) and TFA (2 mL) was left stirring at room temperature for 1 hr. The solvent was removed and the residue was dissolved in MeOH and applied onto an SCX column. This was washed with MeOH and the product was eluted with 2N NH3 in MeOH. The solvent was removed to leave 3-amino-4-chloro-5-(morpholinomethyl)benzonitrile (32 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09273057B2
Source datasetuspto-grants-2016_03
ORD IDord-2096d7bd584d461886d529bf5f79f21d
Source noteuspto-grants-2016_03