4-Bromo-3-nitropyridine → 4-(6-Methoxynaphthalen-2-yl)pyridin-3-ylamine

HRID 1433861Notes

Reaction equation

HRID 1433861 reaction equation
COC1C=C2C(=CC=1)C=C(B(O)O)C=C2.BrC1C=CN=CC=1[N+]([O-])=O.[CH3:26][O:27][C:28]1[CH:29]=[C:30]2[C:35](=[CH:36][CH:37]=1)[CH:34]=[C:33]([C:38]1[CH:43]=[CH:42][N:41]=[CH:40][C:39]=1[N+:44]([O-])=O)[CH:32]=[CH:31]2>>[CH3:26][O:27][C:28]1[CH:29]=[C:30]2[C:35](=[CH:36][CH:37]=1)[CH:34]=[C:33]([C:38]1[CH:43]=[CH:42][N:41]=[CH:40][C:39]=1[NH2:44])[CH:32]=[CH:31]2

Participants

4

Reactant 3

HCID 27629204-Bromo-3-nitropyridineHCID 46416926-Methoxy-2-naphthaleneboronic acidHCID 230874764-(6-Methoxynaphthalen-2-yl)-3-nitropyridine

Product 1

HCID 230871624-(6-Methoxynaphthalen-2-yl)pyridin-3-ylamineYield 90.6%

Procedure

Synthesized from (6-methoxynaphthalen-2-yl)boronic acid and 4-bromo-3-nitropyridine according to an analogous synthetic method to Preparation Example 79, 4-(6-methoxynaphthalen-2-yl)-3-nitropyridine (2.1 g) was used according to an analogous synthetic method to Example 22 to provide the title compound (1.7 g).

Sources & evidence

ORD record
ord-459fbbf0f2974d6db6140f3e09219528
Source dataset
uspto-grants-2009_11
Patent number
US07612114B2

Reaction notes

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