(1-methyl-1H-1,2,4-triazol-5-yl)methanol → HCID 22506925, compound

HRID 985436Notes

Reaction equation

HRID 985436 reaction equation
[CH3:1][N:2]1[C:6]([CH2:7][OH:8])=[N:5][CH:4]=[N:3]1.[F:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[C:16]1[C:17](OS(C2C=CC(C)=CC=2)(=O)=O)=[N:18][N:19]2[C:24]=1[C:23]([CH3:25])=[N:22][N:21]=[C:20]2[C:26]1[CH:31]=[N:30][CH:29]=[CH:28][N:27]=1>>[F:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[C:16]1[C:17]([O:8][CH2:7][C:6]2[N:2]([CH3:1])[N:3]=[CH:4][N:5]=2)=[N:18][N:19]2[C:24]=1[C:23]([CH3:25])=[N:22][N:21]=[C:20]2[C:26]1[CH:31]=[N:30][CH:29]=[CH:28][N:27]=1

Participants

3

Reactant 2

HCID 11073377(1-methyl-1H-1,2,4-triazol-5-yl)methanolHCID 86759620HCID 86759620, compound

Product 1

HCID 22506925HCID 22506925, compound

Procedure

This compound was prepared using the procedure described in example 7, step e, using (2-methyl-2H-[1,2,4]triazol-3-yl)methanol (prepared as described in EP-A-170073) instead of (2-ethyl-2H-[1,2,4]triazol-3-yl)methanol, and using toluene-4-sulfonic acid 3-(2-fluorophenyl)-4-methyl-7-(pyrazin-2-yl)pyrazolo[1,5-d][1,2,4]triazin-2-yl ester instead of toluene-4-sulfonic acid 3-tert-butyl-7-(2,6-difluorophenyl)-4-methylpyrazolo[1,5-d][1,2,4]triazin-2-yl ester. Data for the title compound: 1H NMR (400 MHz, CDCl3) δ 2.54 (3H, s), 3.84 (3H, s), 5.54 (1H, d, J=13 Hz), 5.58 (1H, d, J=13 Hz), 7.21 (1H, m), 7.26 (1H, m), 7.36 (1H, td, J=7.4, 1.8 Hz), 7.46 (1H, m), 7.84 (1H, s), 8.85 (2H, m), 9.48 (1H, d, J=1.4 Hz); MS (ES+) m/e 418 [MH]+. Anal. Found C, 57.37; H, 3.73; N, 28.99%. C20H16FN9O.0.3 H2O.0.07 C6H14 requires C, 57.19; H, 4.13; N, 29.40%.

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-a0107e4909e84359a5e4abca3dde6491
Source dataset
uspto-grants-2005_03
Patent number
US06872720B2

Reaction notes

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