4-Bromo-2-fluoroaniline → N-(4-bromo-2-fluorophenyl)-5,7-dimethylbenzo[d]oxazol-2-amine

HRID 897936Notes

Reaction equation

HRID 897936 reaction equation
[Br:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[C:4]([F:9])[CH:3]=1.BrC1C=CC(N[C:18]2[O:19][C:20]3[C:26]([CH3:27])=[CH:25][C:24]([CH3:28])=[CH:23][C:21]=3[N:22]=2)=CC=1>>[Br:1][C:2]1[CH:8]=[CH:7][C:5]([NH:6][C:18]2[O:19][C:20]3[C:26]([CH3:27])=[CH:25][C:24]([CH3:28])=[CH:23][C:21]=3[N:22]=2)=[C:4]([F:9])[CH:3]=1

Participants

3

Reactant 2

HCID 1230504-Bromo-2-fluoroanilineHCID 22346792N2-(4-bromophenyl)-5,7-dimethyl-1,3-benzoxazol-2-amine

Product 1

HCID 22347267N-(4-bromo-2-fluorophenyl)-5,7-dimethylbenzo[d]oxazol-2-amine

Procedure

N2-(4-Bromo-2-fluorophenyl)-5,7-dimethyl-1,3-benzoxazol-2-amine was prepared from 4-bromo-2-fluoroaniline (2.000 g, 10.53 mmol) in a manner similar to that used for the preparation of N2-(4-bromophenyl)-5,7-dimethyl-1,3-benzoxazol-2-amine. The compound was formed as a pink solid (1.916 g, 54%). RP-HPLC Rt 17.96 min, 95% purity (5% to 85% acetonitrile/0.1M aqueous ammonium acetate, buffered to pH 4.5, over 20 min at 1 mL/min; λ=254 nm; Deltapak C18, 300 Å, 5 μm, 150×3.9 mm column); m/z 337 (MH+).

Sources & evidence

ORD record
ord-0c7cc398496d4b47a59b43c6d288a3f4
Source dataset
uspto-grants-2005_07
Patent number
US06921763B2

Reaction notes

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