3-Fluorobenzoic Acid → 3-fluoro-N-(1-propyltetrazol-5-yl)benzamide

HRID 872258Notes

Reaction equation

HRID 872258 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5]([OH:7])=O.[CH2:11]([N:14]1[C:18]([NH2:19])=[N:17][N:16]=[N:15]1)[CH2:12][CH3:13]>>[F:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5]([NH:19][C:18]1[N:14]([CH2:11][CH2:12][CH3:13])[N:15]=[N:16][N:17]=1)=[O:7]

Participants

3

Reactant 2

HCID 99683-Fluorobenzoic AcidHCID 2206221-propyl-1H-tetrazol-5-amine

Product 1

HCID 9602103-fluoro-N-(1-propyltetrazol-5-yl)benzamideYield 52%

Procedure

Employing 0.25 g (1.8 mmol) of 3-fluoro-benzoic acid and 0.23 g (1.8 mmol) of 1-propyl-1H-tetrazol-5-amine in the procedure described above and elution with CH2Cl2/MeOH/Et3N (9.8:0.1:0.1) gave the product in 52% yield.

Workup

  1. washelution with CH2Cl2/MeOH/Et3N (9.8:0.1:0.1)
  2. customgave the product in 52% yield

Sources & evidence

ORD record
ord-6f2ce3c9c8b142248a49cb4124b3ac40
Source dataset
uspto-grants-2015_03
Patent number
US08975288B2

Reaction notes

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