2-Bromopyridine → HCID 11595384, compound

HRID 334581Notes

Reaction equation

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

Participants

Reactant 2

HCID 79732-Bromopyridine

HCID 86086764HCID 86086764, compound

Product 1

HCID 11595384HCID 11595384, compoundYield 45.8%

Procedure

The title compound was prepared in accordance with the general method of Example 1, from 2-bromopyridine (131 mg, 0.83 mmol) and 7-bromo-2-(but-3-ynyl)-5-fluoro-benzo[d]oxazole (223 mg, 0.83 mmol). The crude residue was purified by flash chromatography (DCM/MeOH 99:1) to yield 130 mg (0.38 mmol, 45%) of 7-bromo-5-fluoro-2-(4-(pyridin-2-yl)but-3-ynyl)benzo[d]oxazole as a brown solid.

Workup

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

Sources & evidence

ORD record: ord-3616cb0004c24430929a385759d7dd28
Source dataset: uspto-grants-2014_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08883826B2

Reaction notes

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