(5-ethyl-2-fluorophenyl)(2-methyl-5-phenyl-2H-1,2,4-triazol-3-yl)methanol → 4-((5-ethyl-2-fluorophenyl)(2-methyl-5-phenyl-2H-1,2,4-triazol-3-yl)methylamino)benzonitrile

HRID 2105062Notes

Reaction equation

HRID 2105062 reaction equation
[CH2:1]([C:3]1[CH:4]=[C:5]([N:9]([CH2:19][C:20]2[N:21]([CH3:31])[N:22]=[C:23]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)[N:24]=2)[C:10]2[CH:17]=[CH:16][C:13]([C:14]#[N:15])=[CH:12][C:11]=2F)[CH:6]=[CH:7][CH:8]=1)[CH3:2].C(C1C=CC([F:54])=C(C(C2N(C)N=C(C3C=CC=CC=3)N=2)O)C=1)C>>[CH2:1]([C:3]1[CH:8]=[CH:7][C:6]([F:54])=[C:5]([N:9]([CH2:19][C:20]2[N:21]([CH3:31])[N:22]=[C:23]([C:25]3[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=3)[N:24]=2)[C:10]2[CH:11]=[CH:12][C:13]([C:14]#[N:15])=[CH:16][CH:17]=2)[CH:4]=1)[CH3:2]

Participants

3

Reactant 2

HCID 57803805(5-ethyl-2-fluorophenyl)(2-methyl-5-phenyl-2H-1,2,4-triazol-3-yl)methanolHCID 688153324-((3-ethylphenyl)(2-methyl-5-phenyl-2H-1,2,4-triazol-3-yl)methylamino)-3-fluorobenzonitrile

Product 1

HCID 688150654-((5-ethyl-2-fluorophenyl)(2-methyl-5-phenyl-2H-1,2,4-triazol-3-yl)methylamino)benzonitrile

Procedure

Following the procedure for Intermediate 382.1, Intermediate 385.1 (150 mg, 0.48 mmol) gave 155 mg of Intermediate 385.2 as a white solid. 1H NMR (400 MHz, CDCl3) δ ppm 0.95 (t, J=7.58 Hz, 3H) 2.35 (q, J=7.58 Hz, 2H) 3.59 (s, 3H) 5.87 (d, J=6.11 Hz, 1H) 6.35 (d, J=5.87 Hz, 1H) 6.48-6.57 (m, 2H) 6.86-6.94 (m, 1H) 6.95-7.02 (m, 1H) 7.11-7.19 (m, 1H) 7.22-7.32 (m, 5H).

Sources & evidence

ORD record
ord-852f4ef5da8a4b9e92bc8b20019de43e
Source dataset
uspto-grants-2009_08
Patent number
US07576098B2

Reaction notes

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