4-Fluorobenzohydrazide → HCID 18406915, compound

HRID 1016408Notes

Reaction equation

HRID 1016408 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:9]([O:24][CH2:25][C:26]2[N:27]([CH3:31])[N:28]=[CH:29][N:30]=2)=NN2[C:16]=1[CH:15]=[N:14][N:13]=C2C1C=CC=CC=1F.[F:32][C:33]1[CH:42]=[CH:41][C:36]([C:37]([NH:39][NH2:40])=O)=[CH:35][CH:34]=1.[CH2:43](N1C(CO)=NC=N1)C>>[CH2:31]([N:27]1[C:26]([CH2:25][O:24][C:9]2[C:8]([C:3]3[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=3[F:1])=[C:16]3[N:39]([C:37]([C:36]4[CH:41]=[CH:42][C:33]([F:32])=[CH:34][CH:35]=4)=[N:13][N:14]=[CH:15]3)[N:40]=2)=[N:30][CH:29]=[N:28]1)[CH3:43]

Participants

4

Reactant 3

HCID 99724-FluorobenzohydrazideHCID 98883153,7-bis(2-fluorophenyl)-2-((2-methyl-2H-1,2,4-triazol-3-yl)methoxy)pyrazolo[1,5-d][1,2,4]triazineHCID 11412385(1-ethyl-1H-1,2,4-triazol-5-yl)methanol

Product 1

HCID 18406915HCID 18406915, compound

Procedure

This compound was prepared using the procedure described in Example 21, steps b) to f), using 3-(2-fluorophenyl)-4-hydroxy-2-furanone (cf Example 2) instead of 3-tert-butyl-4-hydroxy-2-furanone, 4-fluorobenzoic hydrazide instead of 2,5-difluorobenzoic hydrazide in step e) and (2-ethyl-2H-[1,2,4]triazol-3-yl)methanol instead of (2-methyl-2H-[1,2,4]triazol-3-yl)methanol in step f). Data for the title compound: mp=179° C.; 1H NMR (400 MHz, CDCl3) δ 1.38 (3H, t, J=7.4 Hz), 4.23 (2H, m), 5.67 (2H, s), 7.22-7.32 (4H, m), 7.39-7.44 (1H, m), 7.57 (1H, m), 7.92 (1H, s), 8.54-8.58 (2H, m), 9.21 (1H, s); MS (ES+) m/e 434 [MH]+; Anal. Found: C, 60.86; H, 3.83; N, 22.30%. C22H17F2N7O requires: C, 60.97; H, 3.95; N, 22.62%.

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-adfb2e30f084451d9ab8a0b7cbf97a84
Source dataset
uspto-grants-2002_11
Patent number
US06476030B1

Reaction notes

Loading…