2-Bromo-6-methylpyridine → HCID 66597784, compound

HRID 1189176Notes

Reaction equation

HRID 1189176 reaction equation
Br[C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[N:3]=1.[CH2:9]([C:13]1[CH:22]=[CH:21][C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[N:14]=1)[CH2:10][C:11]#[CH:12]>>[CH3:8][C:4]1[N:3]=[C:2]([C:12]#[C:11][CH2:10][CH2:9][C:13]2[CH:22]=[CH:21][C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[N:14]=2)[CH:7]=[CH:6][CH:5]=1

Participants

3

Reactant 2

HCID 792052-Bromo-6-methylpyridineHCID 2147067491718-27-3

Product 1

HCID 66597784HCID 66597784, compoundYield 30%

Procedure

The title compound was prepared in accordance with the general method of Example 108(C), from 2-bromo-6-methyl-pyridine (209 mg, 1.21 mmol) and 2-but-3-ynyl-quinoline (220 mg, 1.21 mmol Example 118(B)). Microwave conditions: 120° C. for 15 minutes. The crude residue was purified by flash chromatography (cyclohexane/AcOEt 1:1) to yield 98 mg (0.36 mmol, 30%) of 2-(4-(6-methylpyridin-2-yl)but-3-ynyl)quinoline as a yellow oil.

Workup

  1. customThe crude residue was purified by flash chromatography (cyclohexane/AcOEt 1:1)

Sources & evidence

ORD record
ord-d324a2382abf428d80ca55edfc856d5f
Source dataset
uspto-grants-2014_03
Patent number
US08674106B2

Reaction notes

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