Potassium Carbonate → HCID 85957502, compound

HRID 228423Notes

Reaction equation

HRID 228423 reaction equation
[CH3:1][C:2]1[C:9]([OH:10])=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]=[O:5].Cl[C:12]1[CH:19]=[CH:18][C:15]([C:16]#[N:17])=[CH:14][N:13]=1.C([O-])([O-])=O.[K+].[K+]>>[CH:4]([C:3]1[C:2]([CH3:1])=[C:9]([CH:8]=[CH:7][CH:6]=1)[O:10][C:12]1[CH:19]=[CH:18][C:15]([C:16]#[N:17])=[CH:14][N:13]=1)=[O:5]

Participants

4

Reactant 3

HCID 11430Potassium CarbonateHCID 5858763-Hydroxy-2-methylbenzaldehydeHCID 51520946-Chloro-3-pyridinecarbonitrile

Product 1

HCID 85957502HCID 85957502, compoundYield 91.5%

Procedure

Using a method similar to Example 221, Step 1, using 2-methyl-3-hydroxy-benzaldehyde (see European Patent 0807621 A1) (965 mg, 6.42 mmol), 6-chloronicotinonitrile (890 mg, 6.42 mmol) and K2CO3 (1.33 g, 9.63 mmol) gives 6-(3-formyl-2-methyl-phenoxy)-nicotinonitrile (1.40 g) as a white solid. 1HNMR (CDCl3): 10.30 (s, 1H), 8.41 (s, 1H), 7.96 (d, 1H), 7.78 (d, 1H), 7.45 (t, 1H), 7.30 (d, 1H), 7.10 (d, 1H), 2.45 (s, 3H).

Sources & evidence

ORD record
ord-0c043a418e764179bb97a82461d3bd27
Source dataset
uspto-grants-2009_07
Patent number
US07560463B2

Reaction notes

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