2-Bromopropane → HCID 15914138, compound

HRID 2212077Notes

Reaction equation

HRID 2212077 reaction equation
[SH:1][C:2]1[CH:7]=[CH:6][N:5]=[CH:4][CH:3]=1.Br[CH:9]([CH3:11])[CH3:10].C(=O)([O-])[O-].[K+].[K+]>>[CH:9]([S:1][C:2]1[CH:7]=[CH:6][N:5]=[CH:4][CH:3]=1)([CH3:11])[CH3:10]

Participants

4

Reactant 3

HCID 63582-BromopropaneHCID 11430Potassium CarbonateHCID 178418431pyridine-4-thiol

Product 1

HCID 15914138HCID 15914138, compoundYield 76.6%

Procedure

A mixture of 4-mercaptopyridine (7 g, 63 mmol), 2-bromopropane (7.0 ml, 75.6 mmol), and potassium carbonate (10.2 g, 73.7 mmol) was stirred at room temperature for 6 hours and left overnight. The solid was filtered off and the filtrate was concentrated in vacuo. The residue was purified by chromatography on silica gel (i-hexane:ethyl acetate) to give the title product (7.4 g, 63%). The hydrochloride salt was prepared by treatment of the title compound with ethereal HCl.

Workup

  1. waitleft overnight
  2. filtrationThe solid was filtered off
  3. concentrationthe filtrate was concentrated in vacuo
  4. customThe residue was purified by chromatography on silica gel (i-hexane:ethyl acetate)

Sources & evidence

ORD record
ord-7c6b1c98daf24aeeb6bdf8c84d7bdc19
Source dataset
uspto-grants-2006_09
Patent number
US07101892B2

Reaction notes

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