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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 930149Generated: October 29, 2026

Dichloromethane → 5-(4-Amino-3-bromo-phenyl)-1,3-dimethyl-tetrahydro-pyrimidin-2-one trifluoroacetic acid salt

https://huagongshe.com/reaction/930149

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantTrifluoroacetic acidHCID 6422—
ReactantN-bromobutanimideHCID 67184—
ReactantSodium BicarbonateHCID 516892—
Reactant[4-(1,3-Dimethyl-2-oxo-hexahydro-pyrimidin-5-yl)-phenyl]-carbamic acid tert-butyl esterHCID 59771257—
Product5-(4-Amino-3-bromo-phenyl)-1,3-dimethyl-tetrahydro-pyrimidin-2-one trifluoroacetic acid saltHCID 6718856792%

Reaction Steps

[4-(1,3-Dimethyl-2-oxo-hexahydro-pyrimidin-5-yl)-phenyl]-carbamic acid tert-butyl ester (as prepared in the previous step, 106 mg, 0.333 mmol) was dissolved in TFA (2 mL). The resulting mixture was stirred at RT for 30 min and concentrated. The residue obtained was dried in vacuo for 30 min and redissolved in DCM (5 mL). The resulting solution was cooled to 0° C. and NBS (64 mg, 0.35 mmol) was added. The reaction mixture was stirred at RT for 30 min and treated with DCM (20 mL) and satd aq NaHCO3 (20 mL). The organic layer was separated, dried (Na2SO4) and concentrated to afford the title compound (92 mg, 92%), which was directly used in next step without further purification. Mass spectrum (ESI, m/z): Calcd. for C12H16BrN3O, 298.0 and 300.0 (M+H). found 298.2 and 300.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09296726B2
Source datasetuspto-grants-2016_03
ORD IDord-95b4d73b905348b38dd792dce8da0158
Source noteuspto-grants-2016_03