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

HRID 1842373Notes

Reaction equation

HRID 1842373 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:21]([C:24]([F:27])([F:26])[F:25])=[CH:20][C:12]=1[O:13][CH:14]1[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]1.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:17]2[CH2:18][CH2:19][CH:14]([O:13][C:12]3[CH:20]=[C:21]([C:24]([F:26])([F:25])[F:27])[CH:22]=[CH:23][C:11]=3[F:10])[CH2:15][CH2:16]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 669579624-[2-Fluoro-5-(trifluoromethyl)phenoxy]piperidine

Product 1

HCID 509156804-(2-Fluoro-5-trifluoromethyl-phenoxy)-piperidine-1-carboxylic acid (2-methyl-3-oxo-2,3-dihydro-pyridazin-4-yl)-amideYield 41%

Procedure

Compound 54 is prepared from intermediate 4c and from 4-(2-fluoro-5-trifluoromethyl-phenoxy)-piperidine (obtained following the method described for intermediate 1a), applying synthesis method 7 (yield: 41%).

Workup

  1. customobtained
  2. customsynthesis method 7 (yield: 41%)

Sources & evidence

ORD record
ord-b25086dfe8c74cb098f13c20954301b0
Source dataset
uspto-grants-2015_02
Patent number
US08946225B2

Reaction notes

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