2-Bromopyrimidine → 2-(4-Phenylbut-1-ynyl)pyrimidine

HRID 422259Notes

Reaction equation

Br[C:2]1[N:7]=[CH:6][CH:5]=[CH:4][N:3]=1.[CH2:8]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[CH2:9][C:10]#[CH:11]>>[C:12]1([CH2:8][CH2:9][C:10]#[C:11][C:2]2[N:7]=[CH:6][CH:5]=[CH:4][N:3]=2)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

Reactant 2

HCID 783452-Bromopyrimidine

HCID 1233604-Phenyl-1-butyne

Product 1

HCID 115430162-(4-Phenylbut-1-ynyl)pyrimidineYield 86%

Procedure

The title compound was prepared in accordance with the general method of Example 1, from 2-bromopyrimidine (290 mg, 1.82 mmol) and 1-(but-3-ynyl)benzene (200 mg, 1.54 mmol). The crude residue was purified by flash chromatography (cyclohexane/AcOEt 85:15) to yield 275 mg (1.32 mmol, 86%) of 2-(4-phenylbut-1-ynyl)pyrimidine as a yellow oil.

Workup

customThe crude residue was purified by flash chromatography (cyclohexane/AcOEt 85:15)

Sources & evidence

ORD record: ord-3e888c22842848a791f72a08fc5f9df8
Source dataset: uspto-grants-2012_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08101637B2

Reaction notes

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