2-Bromopyridine → HCID 11695551, compound

HRID 334588Notes

Reaction equation

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

Participants

Reactant 2

HCID 79732-Bromopyridine

HCID 86086772HCID 86086772, compound

Product 1

HCID 11695551HCID 11695551, compoundYield 46%

Procedure

The title compound was prepared in accordance with the general method of Example 1, from 2-bromopyridine (63 mg, 0.40 mmol) and 4-bromo-2-(but-3-ynyl)-benzo[d]oxazole (100 mg, 0.40 mmol). The crude residue was purified by flash chromatography (DCM/MeOH 99:1) to yield 60 mg (0.18 mmol, 46%) of 4-bromo-2-(4-(pyridin-2-yl)but-3-ynyl)benzo[d]oxazole as a brown solid with a purity of 85%.

Workup

customThe crude residue was purified by flash chromatography (DCM/MeOH 99:1)

Sources & evidence

ORD record: ord-765afeb571954180b4d0260acea2e7af
Source dataset: uspto-grants-2014_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08883826B2

Reaction notes

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