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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1481292Generated: October 31, 2026

Trifluoroacetic acid → (10R,14S)-14-Amino-10-methyl-8,16-diazatricyclo[13.3.1.02,7]nonadeca-1(19),2(7),3,5,15,17-hexaen-9-one

https://huagongshe.com/reaction/1481292

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactanttert-Butyl N-[(10R,14S)-10-methyl-9-oxo-8,16-diazatricyclo[13.3.1.02,7]nonadeca-1(19),2(7),3,5,15,17-hexaen-14-yl]carbamateHCID 131736623—
SolventDichloromethaneHCID 6344—
Product(10R,14S)-14-Amino-10-methyl-8,16-diazatricyclo[13.3.1.02,7]nonadeca-1(19),2(7),3,5,15,17-hexaen-9-oneHCID 118236075—

Reaction Steps

To a suspension of 45G (950 mg, 2.402 mmol) in DCM (20.300 ml) was added TFA (5.55 ml, 72.1 mmol) dropwise over 10 min. The dark brownish solution was stirred at rt for 1 hour. The reaction mixture was concentrated to give example 45H compound as a dark brownish gum. Used in next step without purification. MS (ESI) m/z: 296.2 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09409908B2
Source datasetuspto-grants-2016_08
ORD IDord-637c001e9c8647d3ae99a6e5750f2166
Source noteuspto-grants-2016_08