4-Amino-2-methyl-2,3-dihydropyridazin-3-one → 4-(4-Fluoro-5-trifluoromethyl-phenoxy)-piperidine-1-carboxylic acid (2-methyl-3-oxo-2,3-dihydro-pyridazin-4-yl)-amide

HRID 1842379Notes

Reaction equation

HRID 1842379 reaction equation
[NH2:1][C:2]1[C:3](=[O:9])[N:4]([CH3:8])[N:5]=[CH:6][CH:7]=1.[F:10][C:11]1[CH:23]=[CH:22][C:14]([O:15][CH:16]2[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]2)=[CH:13][C:12]=1[C:24]([F:27])([F:26])[F:25].Cl.FC(F)(F)C1C=CC=C[C:32]=1[O:33]C1CCNCC1>>[CH3:8][N:4]1[C:3](=[O:9])[C:2]([NH:1][C:32]([N:19]2[CH2:20][CH2:21][CH:16]([O:15][C:14]3[CH:13]=[C:12]([C:24]([F:27])([F:25])[F:26])[C:11]([F:10])=[CH:23][CH:22]=3)[CH2:17][CH2:18]2)=[O:33])=[CH:7][CH:6]=[N:5]1

Participants

4

Reactant 3

HCID 131036364-Amino-2-methyl-2,3-dihydropyridazin-3-oneHCID 171780044-(2-(Trifluoromethyl)phenoxy)piperidine hydrochlorideHCID 66592088HCID 66592088, compound

Product 1

HCID 509156794-(4-Fluoro-5-trifluoromethyl-phenoxy)-piperidine-1-carboxylic acid (2-methyl-3-oxo-2,3-dihydro-pyridazin-4-yl)-amideYield 51%

Procedure

Compound 60 is prepared from intermediate 4c and from 4-(4-fluoro-3-trifluoromethyl-phenoxy)-piperidine (obtained following the method described for intermediate 1a), applying synthesis method 7 (yield: 51%).

Workup

  1. customobtained
  2. customsynthesis method 7 (yield: 51%)

Sources & evidence

ORD record
ord-9e36e2ecf4364167a7e4fa620b40212f
Source dataset
uspto-grants-2015_02
Patent number
US08946225B2

Reaction notes

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