Boron tribromide → 1-[2-(2-Hydroxy-phenyl)-2-oxo-ethyl]-3-methyl-7-(3-methyl-2-buten-1-yl)-8-chloro-xanthine

HRID 1182899

Reaction equation

HRID 1182899 reaction equation
C[O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9](=[O:29])[CH2:10][N:11]1[C:20](=[O:21])[C:19]2[N:18]([CH2:22][CH:23]=[C:24]([CH3:26])[CH3:25])[C:17]([Cl:27])=[N:16][C:15]=2[N:14]([CH3:28])[C:12]1=[O:13].B(Br)(Br)Br>C(Cl)Cl>[OH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9](=[O:29])[CH2:10][N:11]1[C:20](=[O:21])[C:19]2[N:18]([CH2:22][CH:23]=[C:24]([CH3:26])[CH3:25])[C:17]([Cl:27])=[N:16][C:15]=2[N:14]([CH3:28])[C:12]1=[O:13]

Participants

4

Reactant 2

HCID 25134Boron tribromideHCID 575145351-[2-(2-Methoxy-phenyl)-2-oxo-ethyl]-3-methyl-7-(3-methyl-2-buten-1-yl)-8-chloro-xanthine

Product 1

HCID 575145341-[2-(2-Hydroxy-phenyl)-2-oxo-ethyl]-3-methyl-7-(3-methyl-2-buten-1-yl)-8-chloro-xanthine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Prepared by treating 1-[2-(2-methoxy-phenyl)-2-oxo-ethyl]-3-methyl-7-(3-methyl-2-buten-1-yl)-8-chloro-xanthine with boron tribromide in methylene chloride. The desired product is contaminated with approx. 20% 1-[2-(2-hydroxy-phenyl)-2-oxo-ethyl]-3-methyl-7-(3-bromo-3-methyl-butyl)-8-chloro-xanthine.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-4fad796b63ed43308cb88ced8e26a8c2
Source dataset
uspto-grants-2014_03
Patent number
US08664232B2

Linked notes

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