Methanol → HCID 178497604, compound

HRID 1875841Notes

Reaction equation

HRID 1875841 reaction equation
[F:1][C:2]1[CH:10]=[C:9]([C:11]2[NH:15][N:14]=[N:13][N:12]=2)[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[CH3:16]O>S(Cl)(Cl)=O>[CH3:16][O:5][C:4](=[O:6])[C:3]1[CH:7]=[CH:8][C:9]([C:11]2[NH:15][N:14]=[N:13][N:12]=2)=[CH:10][C:2]=1[F:1]

Participants

4

Reactant 2

HCID 887MethanolHCID 178524271HCID 178524271, compound

Product 1

HCID 178497604HCID 178497604, compoundYield 58%

Reagents, catalysts & solvents 1

HCID 24386Thionyl ChlorideSolvent

Conditions

Temperature
25 °C

Procedure

To a solution of 2-fluoro-4-(1H-tetrazol-5-yl)-benzoic acid (100 mg, 0.48 mmol) in methanol (5 ml), thionyl chloride (0.5 ml) was added at 0° C. and the reaction mixture was stirred at 25° C. for 12 h. The solvents were distilled off in vacuo, and the residue was purified by chromatography over silica gel (5% methanol/dichloromethane) to afford the title compound as a yellow solid (58%). MS (Turbo Spray): m/z=222.0 (M+H).

Workup

  1. distillationThe solvents were distilled off in vacuo
  2. customthe residue was purified by chromatography over silica gel (5% methanol/dichloromethane)

Sources & evidence

ORD record
ord-88069228d1e2403b9755473d53323f61
Source dataset
uspto-grants-2012_11
Patent number
US08309581B2

Reaction notes

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