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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1669452Generated: October 31, 2026

Trifluoroacetic acid → methyl (7S)-14-cyclohexyl-7-({1-[2-(methylamino)ethyl]pyrrolidin-2-yl}methoxy)-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylate

https://huagongshe.com/reaction/1669452

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactantmethyl (7S)-7-[(1-{2-[(tert-butoxycarbonyl)(methyl)amino]ethyl}pyrrolidin-2-yl)methoxy]-14-cyclohexyl-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylateHCID 67344077—
SolventDichloromethaneHCID 6344—
Productmethyl (7S)-14-cyclohexyl-7-({1-[2-(methylamino)ethyl]pyrrolidin-2-yl}methoxy)-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylateHCID 6734498782%

Reaction Steps

A solution of methyl (7S)-7-[(1-{2-[(tert-butoxycarbonyl)(methyl)amino]ethyl}pyrrolidin-2-yl)methoxy]-14-cyclohexyl-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylate (0.06 M) in DCM was treated with an excess of TFA (>50 eq). The mixture was stirred at RT for 2 h. Volatiles were removed in vacuo and the residue partitioned between EtOAc and sat. aq. NaHCO3. The aqueous was extracted with EtOAc and the organics combined, washed with brine, dried (Na2SO4), filtered and concentrated in vacuo to afford the product (82%). The material was taken on without further purification. (ES+) m/z 546 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07989438B2
Source datasetuspto-grants-2011_08
ORD IDord-3fc2fce0989740569f5fd274b1901b71
Source noteuspto-grants-2011_08