2-Bromo-6-methylpyridine → 4-(6-Methylpyridin-2-yl)-1-naphthoic acid

HRID 352361Notes

Reaction equation

HRID 352361 reaction equation
C[Sn](C)(C)[C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6]([C:13]([O:15]C)=[O:14])=[CH:5][CH:4]=1.Br[C:20]1[CH:25]=[CH:24][CH:23]=[C:22]([CH3:26])[N:21]=1>>[CH3:26][C:22]1[N:21]=[C:20]([C:3]2[C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[C:6]([C:13]([OH:15])=[O:14])=[CH:5][CH:4]=2)[CH:25]=[CH:24][CH:23]=1

Participants

3

Reactant 2

HCID 792052-Bromo-6-methylpyridineHCID 22711864Methyl 4-(trimethylstannyl)-1-naphthoate

Product 1

HCID 227118464-(6-Methylpyridin-2-yl)-1-naphthoic acid

Procedure

The title compound was prepared from D7 and 2-bromo-6-methylpyridine using a similar method to Description 8 (45%), followed by hydrolysis of the methyl ester using 1M NaOH solution (69%) to afford a white solid.

Workup

  1. customto afford a white solid

Sources & evidence

ORD record
ord-0a95f086280d451b9d311771a522dfab
Source dataset
uspto-grants-2004_06
Patent number
US06747030B1

Reaction notes

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