6-Fluoro-4-hydrazinoquinoline → 1-(2,2-Difluoro-benzo[1,3]dioxol-5-yl)-3-[2-(6-fluoro-quinolin-4-yl)-2H-pyrazol-3-yl]-1H-pyridazin-4-one

HRID 1924623Notes

Reaction equation

HRID 1924623 reaction equation
[F:1][C:2]1([F:25])[O:6][C:5]2[CH:7]=[CH:8][C:9]([N:11]3[CH:16]=[CH:15][C:14](=[O:17])[C:13]([C:18](=O)/[CH:19]=[CH:20]/N(C)C)=[N:12]3)=[CH:10][C:4]=2[O:3]1.[F:26][C:27]1[CH:28]=[C:29]2[C:34](=[CH:35][CH:36]=1)[N:33]=[CH:32][CH:31]=[C:30]2[NH:37][NH2:38]>>[F:25][C:2]1([F:1])[O:6][C:5]2[CH:7]=[CH:8][C:9]([N:11]3[CH:16]=[CH:15][C:14](=[O:17])[C:13]([C:18]4[N:37]([C:30]5[C:29]6[C:34](=[CH:35][CH:36]=[C:27]([F:26])[CH:28]=6)[N:33]=[CH:32][CH:31]=5)[N:38]=[CH:20][CH:19]=4)=[N:12]3)=[CH:10][C:4]=2[O:3]1

Participants

3

Reactant 2

HCID 170396156-Fluoro-4-hydrazinoquinolineHCID 593701531-(2,2-Difluoro-benzo[1,3]dioxol-5-yl)-3-((E)-3-dimethylamino-acryloyl)-1H-pyridazin-4-one

Product 1

HCID 593699881-(2,2-Difluoro-benzo[1,3]dioxol-5-yl)-3-[2-(6-fluoro-quinolin-4-yl)-2H-pyrazol-3-yl]-1H-pyridazin-4-one

Procedure

The product was obtained starting from 1-(2,2-Difluoro-benzo[1,3]dioxol-5-yl)-3-((E)-3-dimethylamino-acryloyl)-1H-pyridazin-4-one (A-11) and (6-fluoro-quinolin-4-yl)-hydrazine according to the method described for example 91. MS: M=464.1 (M+H)+

Workup

  1. customThe product was obtained

Sources & evidence

ORD record
ord-3a62f093c61b436487167f336588866d
Source dataset
uspto-grants-2012_05
Patent number
US08178538B2

Reaction notes

Loading…