Hydrogen Bromide → HCID 86674841, compound

HRID 1897616Notes

Reaction equation

HRID 1897616 reaction equation
Br.[Cl:2][C:3]1[CH:4]=[CH:5][C:6]2[N:10]=[C:9]([C:11]3[CH:12]=[N:13][CH:14]=[CH:15][C:16]=3[CH:17](OCC)[O:18]CC)[N:8]([CH3:24])[C:7]=2[CH:25]=1>>[Cl:2][C:3]1[CH:4]=[CH:5][C:6]2[N:10]=[C:9]([C:11]3[CH:12]=[N:13][CH:14]=[CH:15][C:16]=3[CH:17]=[O:18])[N:8]([CH3:24])[C:7]=2[CH:25]=1

Participants

3

Reactant 2

HCID 260Hydrogen BromideHCID 67154999HCID 67154999, compound

Product 1

HCID 86674841HCID 86674841, compound

Conditions

Temperature
0 °C

Procedure

HBr (3.84 mL, 34.0 mmol) was added to 6-chloro-2-(4-diethoxymethyl-pyridin-3-yl)-1-methyl-1H-benzoimidazole (0.470 g, 1.359 mmol), and the reaction mixture was stirred for 10 min. The reaction was cooled to 0° C. and quenched with saturated aqueous sodium bicarbonate solution. It was extracted with DCM twice. The organic layer was dried over sodium sulfate and concentrated in vacuo to afford 3-(6-chloro-1-methyl-1H-benzoimidazol-2-yl)-pyridine-4-carbaldehyde. MS (ESI) m/z 272.0 (M+H).

Workup

  1. customquenched with saturated aqueous sodium bicarbonate solution
  2. extractionIt was extracted with DCM twice
  3. dry with materialThe organic layer was dried over sodium sulfate
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-f671b82318034f0cb789e824353d7fad
Source dataset
uspto-grants-2013_08
Patent number
US08519134B2

Reaction notes

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