2-Amino-5-bromopyridine → 5-(4-Chlorophenyl)pyridin-2-amine

HRID 269062Notes

Reaction equation

HRID 269062 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5](Br)=[CH:4][N:3]=1.[Cl:9][C:10]1[CH:15]=[CH:14][C:13](B(O)O)=[CH:12][CH:11]=1>>[Cl:9][C:10]1[CH:15]=[CH:14][C:13]([C:5]2[CH:6]=[CH:7][C:2]([NH2:1])=[N:3][CH:4]=2)=[CH:12][CH:11]=1

Participants

3

Reactant 2

HCID 706222-Amino-5-bromopyridineHCID 742994-Chlorophenylboronic acid

Product 1

HCID 132426445-(4-Chlorophenyl)pyridin-2-amine

Procedure

Prepared from commercially available 2-amino-5-bromopyridine (8.65 g, 50 mmol) and commercially available 4-chlorophenylboronic acid (12.08 g, 77 mmol) as described in example C.20 step 2. Obtained the crude 5-(4-chloro-phenyl)-pyridin-2-ylamine as an orange solid (89% pure).

Sources & evidence

ORD record
ord-ac9090368db944f8858bd26c304ea495
Source dataset
uspto-grants-2008_11
Patent number
US07446113B2

Reaction notes

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