2-Bromopyridine → HCID 11687442, compound

HRID 422303Notes

Reaction equation

HRID 422303 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:19]([N:20]=1)=[CH:18][CH:17]=[CH:16][N:15]=2)[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:19]([N:20]=1)=[CH:18][CH:17]=[CH:16][N:15]=2.[N:20]1[C:19]2[C:14](=[N:15][CH:16]=[CH:17][CH:18]=2)[O:13][CH:12]=1

Participants

4

Reactant 2

HCID 79732-BromopyridineHCID 86086739HCID 86086739, compound

Product 2

HCID 11687442HCID 11687442, compoundHCID 19831830[1,3]Oxazolo[5,4-b]pyridine

Procedure

The title compound was prepared in accordance with the general method of Example 1, from 2-bromopyridine (92 mg, 0.58 mmol) and 2(but-3-ynyl)oxazolo[5,4-b]pyridine (100 mg, 0.58 mmol). The crude residue was purified by flash chromatography (DCM/MeOH 98.5:1.5 to 98:2) to yield 56 mg (0.22 mmol, 39%) of 2-(4-pyridin-2-yl)but-3-ynyl)oxazolo[5,4-b]pyridine as a colorless oil.

Workup

  1. customThe crude residue was purified by flash chromatography (DCM/MeOH 98.5:1.5 to 98:2)

Sources & evidence

ORD record
ord-37e51a1ff0d045719310e83b101bcafc
Source dataset
uspto-grants-2012_01
Patent number
US08101637B2

Reaction notes

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