Iodoethane → 3-Bromo-5-(methoxymethyl)pyridine

HRID 1175606Notes

Reaction equation

HRID 1175606 reaction equation
[CH3:1][O:2][C:3](=O)[C:4]1[CH:9]=[C:8]([Br:10])[CH:7]=[N:6][CH:5]=1.ICC>>[Br:10][C:8]1[CH:7]=[N:6][CH:5]=[C:4]([CH2:3][O:2][CH3:1])[CH:9]=1

Participants

3

Reactant 2

HCID 6340IodoethaneHCID 699336Methyl 5-bromopyridine-3-carboxylate

Product 1

HCID 186245693-Bromo-5-(methoxymethyl)pyridineYield 89%

Procedure

Prepared in a similar manner to Example 26a starting from (5-bromopyridin-3-yl)methanol (example 26d) and iodoethane. Yield: 89%. 1H NMR (400 MHz, CDCl3): δ 3.43 (s, 3H), 4.46 (s, 2H), 7.85 (s, 1H), 8.47 (s, 1H), 8.61 (s, 1H).

Workup

  1. customPrepared in a similar manner to Example 26a

Sources & evidence

ORD record
ord-154659c0d825404ba641e6ff01cac9ab
Source dataset
uspto-grants-2010_11
Patent number
US07842324B2

Reaction notes

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