Hydrazine → HCID 178441901, compound

HRID 1930025Notes

Reaction equation

HRID 1930025 reaction equation
Cl[C:2]1[N:3]=[N:4][C:5]([C:8]2[C:9]([C:13]3[CH:18]=[CH:17][C:16]([F:19])=[CH:15][C:14]=3[F:20])=[N:10][NH:11][CH:12]=2)=[CH:6][CH:7]=1.[NH2:21][NH2:22].[CH:23](=O)[CH2:24][CH:25]([CH3:27])[CH3:26]>>[F:20][C:14]1[CH:15]=[C:16]([F:19])[CH:17]=[CH:18][C:13]=1[C:9]1[C:8]([C:5]2[N:4]=[N:3][C:2]([NH:21][NH2:22])=[CH:7][CH:6]=2)=[CH:12][NH:11][N:10]=1.[F:20][C:14]1[CH:15]=[C:16]([F:19])[CH:17]=[CH:18][C:13]=1[C:9]1[C:8]([C:5]2[CH:6]=[CH:7][C:2]3[N:3]([C:23]([CH2:24][CH:25]([CH3:27])[CH3:26])=[N:21][N:22]=3)[N:4]=2)=[CH:12][NH:11][N:10]=1

Participants

5

Reactant 3

HCID 9321HydrazineHCID 115523-MethylbutanalHCID 178505588HCID 178505588, compound

Product 2

HCID 178441901HCID 178441901, compoundYield 8%HCID 178514302HCID 178514302, compound

Procedure

3-(3-(2,4-Difluorophenyl)-1H-pyrazol-4-yl)-6-hydrazinylpyridazine was prepared from 3-chloro-6-(3-(2,4-difluorophenyl)-1H-pyrazol-4-yl)pyridazine (0.26 g, 0.90 mmol) and hydrazine according to General Procedure D and then immediately cyclized with isovaleraldehyde according to General Procedure E to give the title compound (0.028 g, 8%) after purification by RP-HPLC (Table 1, Method d): LC/MS (Table 1, Method a) Rt=2.03 min; MS m/z: 355.2 (M+H)+.

Sources & evidence

ORD record
ord-a14192a2c2af453b9fc4af74481b915a
Source dataset
uspto-grants-2012_05
Patent number
US08188083B2

Reaction notes

Loading…