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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1481899Generated: October 30, 2026

Trifluoroacetic acid → (S)-3-amino-1-(6-bromo-2-methoxy-naphthalen-1-ylmethyl)-1,3,4,5-tetrahydro-benzo[b][1,4]diazepin-2-one trifluoroacetate

https://huagongshe.com/reaction/1481899

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant[(S)-1-(6-Bromo-2-methoxy-naphthalen-1-ylmethyl)-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepin-3-yl]-carbamic acid tert-butyl esterHCID 72713836—
SolventDichloromethaneHCID 6344—
Product(S)-3-amino-1-(6-bromo-2-methoxy-naphthalen-1-ylmethyl)-1,3,4,5-tetrahydro-benzo[b][1,4]diazepin-2-one trifluoroacetateHCID 9022125370.58%

Reaction Steps

To a stirred solution of [(S)-1-(6-bromo-2-methoxy-naphthalen-1-ylmethyl)-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepin-3-yl]-carbamic acid tert-butyl ester (Intermediate 4)(100 mg, 0.19 mmol) in DCM (2 mL) at 0° C. was added 50% TFA in DCM (4 mL) dropwise. After 2 h the mixture was evaporated and the residue was washed with ether to afford (S)-3-amino-1-(6-bromo-2-methoxy-naphthalen-1-ylmethyl)-1,3,4,5-tetrahydro-benzo[b][1,4]diazepin-2-one trifluoroacetate (72 mg, 70.58%). LC-MS: 426 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09409888B2
Source datasetuspto-grants-2016_08
ORD IDord-519dfd35e1dd468ba19d866e8a98ad8b
Source noteuspto-grants-2016_08