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

HRID 1842380Notes

Reaction equation

HRID 1842380 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:12]=[C:13]([CH:21]=[C:22]([C:24]([F:27])([F:26])[F:25])[CH:23]=1)[O:14][CH:15]1[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]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:18]2[CH2:17][CH2:16][CH:15]([O:14][C:13]3[CH:21]=[C:22]([C:24]([F:25])([F:27])[F:26])[CH:23]=[C:11]([F:10])[CH:12]=3)[CH2:20][CH2:19]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 665915184-[3-Fluoro-5-(trifluoromethyl)phenoxy]piperidine

Product 1

HCID 509161784-(3-Fluoro-5-trifluoromethyl-phenoxy)-piperidine-1-carboxylic acid (2-methyl-3-oxo-2,3-dihydro-pyridazin-4-yl)-amideYield 42%

Procedure

Compound 67 is prepared from intermediate 4c and from 4-(3-fluoro-5-trifluoromethyl-phenoxy)-piperidine (obtained following the method described for intermediate 1a), applying synthesis method 7 (yield: 42%).

Workup

  1. customobtained
  2. customsynthesis method 7 (yield: 42%)

Sources & evidence

ORD record
ord-c1c60480356b4a7d9cfeff6687e5af9b
Source dataset
uspto-grants-2015_02
Patent number
US08946225B2

Reaction notes

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