1-Ethyl-1H-1,2,3-triazole-5-methanol → HCID 18361727, compound

HRID 382939Notes

Reaction equation

HRID 382939 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]2=[N:12][N:13]=[C:14]([C:15]3[CH:19]=[CH:18][O:17][N:16]=3)[N:4]2[N:3]=1.[OH:20][CH2:21][C:22]1[N:26]([CH2:27][CH3:28])[N:25]=[N:24][CH:23]=1>>[CH2:27]([N:26]1[C:22]([CH2:21][O:20][C:2]2[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]3=[N:12][N:13]=[C:14]([C:15]4[CH:19]=[CH:18][O:17][N:16]=4)[N:4]3[N:3]=2)=[CH:23][N:24]=[N:25]1)[CH3:28]

Participants

3

Reactant 2

HCID 126543501-Ethyl-1H-1,2,3-triazole-5-methanolHCID 18361764HCID 18361764, compound

Product 1

HCID 18361727HCID 18361727, compound

Procedure

The title-compound was prepared from 6-chloro-3-(3-isoxazolyl) 1,2,4-triazolo[3,4-a]phthalazine (prepared as described in Example 34 step b) and 5-hydroxymethyl-1-ethyl-1,2,3-triazole (prepared as described in Example 97 part b), following the procedure given for Example 71 but performing the reaction at −456° C.; 1H NMR (360 MHz, CDCl3) δ 1.62 (3H, t, J=7.2 Hz, CH3), 4.58 (2H, q, J=7.3 Hz, CH2), 5.81 (2H, s, CH2), 7.25 (1H, d, J=1.8 Hz, Ar—H), 7.84 (1H, m, Ar—H), 7.99 (1H, m, Ar—H), 8.08 (1H, s, Ar—H), 8.14 (1H, d, J=7.8 Hz, Ar—H), 8.66 (1H, d, J=1.8 Hz, Ar—H), 8.72 (1H, d, J=7.8 Hz, Ar—H); MS (ES+) m/e 363 [MH]+; Anal. Found. d, 56.47; H 3.68; N, 30.82. C17H14N8O2 requires C, 56.35; H, 3.89; N, 30.92%.

Workup

  1. customthe reaction at −456° C.

Sources & evidence

ORD record
ord-812bc68f59f14792878b79a3d45eb237
Source dataset
uspto-grants-2001_10
Patent number
US06310203B1

Reaction notes

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