2-Bromopyridine → HCID 11572605, compound

HRID 1189122Notes

Reaction equation

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

Participants

Reactant 2

HCID 79732-Bromopyridine

HCID 86086793HCID 86086793, compound

Product 1

HCID 11572605HCID 11572605, compoundYield 17.6%

Procedure

The title compound was prepared in accordance with the general method of Example 1, from 2-bromopyridine (161 mg, 1.02 mmol) and 2-(but-3-ynyl)benzo[d]oxazole-7-carbonitrile (200 mg, 1.02 mmol). The crude residue was purified by flash chromatography (DCM/MeOH 99:1) to yield 48 mg (0.18 mmol, 17%) of 2-(4-(pyridin-2-yl)but-3-ynyl)benzo[d]oxazole-7-carbonitrile as a yellow solid (M.P.=126-126.5° C.).

Workup

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

Sources & evidence

ORD record: ord-7d83b191ad2f47c5b75af0c63180bee7
Source dataset: uspto-grants-2014_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08674106B2

Reaction notes

Loading…