1-Bromo-2-fluoro-3-nitrobenzene → 3-Bromo-2-fluoroaniline

HRID 885723Notes

Reaction equation

HRID 885723 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([N+:8]([O-])=O)[C:3]=1[F:11].ClC1C(B2OC(C)(C)C(C)(C)O2)=CC=CC=1N>>[Br:1][C:2]1[C:3]([F:11])=[C:4]([CH:5]=[CH:6][CH:7]=1)[NH2:8]

Participants

3

Reactant 2

HCID 404274461-Bromo-2-fluoro-3-nitrobenzeneHCID 581644322-Chloro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenamine

Product 1

HCID 223418913-Bromo-2-fluoroaniline

Procedure

This material was prepared from 1-bromo-2-fluoro-3-nitrobenzene, following the procedure used for SM-9, step 2 (94%): LCMS(m/z) 189.9, tR=0.74 minute; 1H NMR (300 MHz, CDCl3) δ 3.81 (br s, 2H) 6.64-6.75 (m, 1H) 6.80 (t, J=8.2 Hz, 1H) 6.84-6.95 (m, 1H).

Sources & evidence

ORD record
ord-dc4407f6657b40f49941abbb699c8110
Source dataset
uspto-grants-2012_08
Patent number
US08242260B2

Reaction notes

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