N-bromobutanimide → 3-Bromo-5-(4-chlorophenyl)pyridin-2-amine

HRID 269063Notes

Reaction equation

HRID 269063 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]=[CH:10][C:11]([NH2:14])=[N:12][CH:13]=2)=[CH:4][CH:3]=1.C1C(=O)N([Br:22])C(=O)C1>C(#N)C>[Br:22][C:10]1[C:11]([NH2:14])=[N:12][CH:13]=[C:8]([C:5]2[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=2)[CH:9]=1

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 132426445-(4-Chlorophenyl)pyridin-2-amine

Product 1

HCID 580678233-Bromo-5-(4-chlorophenyl)pyridin-2-amine

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Prepared from crude 5-(4-chloro-phenyl)-pyridin-2-ylamine (example C.27 step 1) (ca. 50 mmol) in acetonitrile (100 mL) and NBS (9.34 g, 53 mmol) as described in example C.25 step 2. Obtained the crude 3-bromo-5-(4-chloro-phenyl)-pyridin-2-ylamine a dark brown solid (76% pure).

Sources & evidence

ORD record
ord-dd26972c0bbf40f6a8f29a1bf111c12a
Source dataset
uspto-grants-2008_11
Patent number
US07446113B2

Reaction notes

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