(1-methyl-1H-1,2,4-triazol-5-yl)methanol → 3-(5-Methoxymethylisoxazol-3-yl)-6-(2-methyl-1,2,4-triazol-3-yl)methyloxy-1,2,4-triazolo[3,4-a]phthalazine

HRID 382941Notes

Reaction equation

HRID 382941 reaction equation
[CH3:1][O:2][CH2:3][C:4]1[O:8][N:7]=[C:6]([C:9]2[N:13]3[N:14]=[C:15]([O:22][CH2:23]C4N=CN(C)N=4)[C:16]4[C:21]([C:12]3=[N:11][N:10]=2)=[CH:20][CH:19]=[CH:18][CH:17]=4)[CH:5]=1.[CH3:30][N:31]1[C:35](CO)=[N:34][CH:33]=[N:32]1>>[CH3:1][O:2][CH2:3][C:4]1[O:8][N:7]=[C:6]([C:9]2[N:13]3[N:14]=[C:15]([O:22][CH2:23][C:35]4[N:31]([CH3:30])[N:32]=[CH:33][N:34]=4)[C:16]4[C:21]([C:12]3=[N:11][N:10]=2)=[CH:20][CH:19]=[CH:18][CH:17]=4)[CH:5]=1

Participants

3

Reactant 2

HCID 11073377(1-methyl-1H-1,2,4-triazol-5-yl)methanolHCID 183617513-(5-Methoxymethylisoxazol-3-yl)-6-(1-methyl-1,2,4-triazol-3-yl)methyloxy-1,2,4-triazolo[3,4-a]phthalazine

Product 1

HCID 183618503-(5-Methoxymethylisoxazol-3-yl)-6-(2-methyl-1,2,4-triazol-3-yl)methyloxy-1,2,4-triazolo[3,4-a]phthalazine

Procedure

The title-compound was prepared from the product of Example 116 part a and 1-methyl-1,2,4-triazole-5-methanol (prepared using the conditions of Itoh and Okongi, EP-A-421210) in a similar manner to Example 98, mp 206-207.56° C.; 1H NMR (360 MHz, CDCl3) δ 3.53 (3H, s, CH3), 4.12 (3H, s, CH3), 4.73 (2H, s, CH2), 5.87 (2H, s, CH2), 7.20 (1H, s, ArH), 7.42 (1H, s, ArH), 7.93 (1H, m, ArH), 8.06 (1H, m, ArH), 8.30 (1H, d, J=7.7 Hz, ArH), 8.70 (1H, d, J=7.2 Hz, ArH); MS (ES+) m/e 393 [MH]+.

Workup

  1. customprepared

Sources & evidence

ORD record
ord-c13d2a7916ac4a9e990cad2e38157522
Source dataset
uspto-grants-2001_10
Patent number
US06310203B1

Reaction notes

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