2-Bromopyridine → HCID 11701908, compound

HRID 422317Notes

Reaction equation

HRID 422317 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[CH:20]=[CH:19][CH:18]=[C:17]([Cl:21])[C:15]=2[N:16]=1)[CH2:9][C:10]#[CH:11]>>[Cl:21][C:17]1[C:15]2[N:16]=[C:12]([CH2:8][CH2:9][C:10]#[C:11][C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=3)[O:13][C:14]=2[CH:20]=[CH:19][CH:18]=1

Participants

3

Reactant 2

HCID 79732-BromopyridineHCID 86086776HCID 86086776, compound

Product 1

HCID 11701908HCID 11701908, compoundYield 11.6%

Procedure

The title compound was prepared in accordance with the general method of Example 1, from 2-bromopyridine (15 mg, 97=mol) and 2-(but-3-ynyl)-4-chlorobenzo[d]oxazole (20 mg, 97 μmol). The crude residue was purified by flash chromatography (cyclohexane/AcOEt 4:1) to yield 3 mg (11 μmol, 11%) of 4-chloro-2-(4-(pyridin-2-yl)but-3-ynyl)benzo[d]oxazole as a brown solid.

Workup

  1. customThe crude residue was purified by flash chromatography (cyclohexane/AcOEt 4:1)

Sources & evidence

ORD record
ord-17a8e95c9cc6402dbe84a4f4c47a8635
Source dataset
uspto-grants-2012_01
Patent number
US08101637B2

Reaction notes

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