Methyl 4-fluorobenzimidate hydrochloride → 2-(3-(4-fluorophenyl)-1H-1,2,4-triazol-5-yl)-2-methylpropanenitrile

HRID 1397327Notes

Reaction equation

HRID 1397327 reaction equation
[C:1]([C:3]([CH3:9])([CH3:8])[C:4]([NH:6][NH2:7])=O)#[N:2].Cl.[F:11][C:12]1[CH:21]=[CH:20][C:15]([C:16](=[NH:19])OC)=[CH:14][CH:13]=1>>[F:11][C:12]1[CH:21]=[CH:20][C:15]([C:16]2[N:19]=[C:4]([C:3]([CH3:9])([CH3:8])[C:1]#[N:2])[NH:6][N:7]=2)=[CH:14][CH:13]=1

Participants

3

Reactant 2

HCID 14685563Methyl 4-fluorobenzimidate hydrochlorideHCID 866749212-Cyano-2-methylpropanehydrazide

Product 1

HCID 673225462-(3-(4-fluorophenyl)-1H-1,2,4-triazol-5-yl)-2-methylpropanenitrileYield 70%

Procedure

This compound was synthesized from 2-cyano-2-methylpropanehydrazide and methyl 4-fluorobenzimidate hydrochloride as described in example 64 step 3 (300 mg, yield 70%). 1H NMR (300 MHz, MeOD) δ 8.03-7.98 (m, 2H), 7.29-7.23 (m, 2H), 1.81 (s, 6H). MS (ESI) m/z: Calculated for C12H11FN4: 230.10. found: 231.2 (M+H)+.

Sources & evidence

ORD record
ord-5580af346e1f451fa7ab816c0d45d53d
Source dataset
uspto-grants-2014_12
Patent number
US08901156B2

Reaction notes

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