Sodium Bicarbonate → 1-(4-Fluorophenyl)-2-((2,3,6-trifluorobenzyl)sulfinyl)-1H-imidazole-5-carbaldehyde

HRID 2368493Notes

Reaction equation

HRID 2368493 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:12]([C:13](O)=[O:14])=[CH:11][N:10]=[C:9]2[S:16]([CH2:18][C:19]2[C:24]([F:25])=[CH:23][CH:22]=[C:21]([F:26])[C:20]=2[F:27])=[O:17])=[CH:4][CH:3]=1.FC1C=CC(N2C(C=O)=CN=C2SCC2C(F)=CC=C(F)C=2F)=CC=1.OOS([O-])=O.[K+].C(=O)(O)[O-].[Na+]>CC(C)=O>[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:12]([CH:13]=[O:14])=[CH:11][N:10]=[C:9]2[S:16]([CH2:18][C:19]2[C:24]([F:25])=[CH:23][CH:22]=[C:21]([F:26])[C:20]=2[F:27])=[O:17])=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 516892Sodium BicarbonateHCID 23707502Potassium hydroxy sulfiteHCID 711178071-(4-Fluorophenyl)-2-((2,3,6-trifluorobenzyl)sulfinyl)-1H-imidazole-5-carboxylic acidHCID 866775501-(4-Fluorophenyl)-2-((2,3,6-trifluorobenzyl)thio)-1H-imidazole-5-carbaldehyde

Product 1

HCID 711176801-(4-Fluorophenyl)-2-((2,3,6-trifluorobenzyl)sulfinyl)-1H-imidazole-5-carbaldehyde

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

1-(4-Fluorophenyl)-2-((2,3,6-trifluorobenzyl)sulfinyl)-1H-imidazole-5-carbaldehyde (33) was prepared in a similar manner as that described for the synthesis of compound 20 using 1-(4-fluorophenyl)-2-((2,3,6-trifluorobenzyl)thio)-1H-imidazole-5-carbaldehyde (32) (150 mg, 0.41 mmol), Oxone (629 mg, 1.02 mmol), acetone (4 mL) and 0.2M sodium bicarbonate (4 mL).

Sources & evidence

ORD record
ord-7b2c658737154bcb88ff4b54009a12a0
Source dataset
uspto-grants-2014_04
Patent number
US08703776B2

Reaction notes

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