4-(Trifluoromethoxy)aniline → HCID 49801960, compound

HRID 2194010Notes

Reaction equation

HRID 2194010 reaction equation
C(O[C:4]([C:6]1([CH2:20][CH2:21]OC)[CH2:11][CH2:10][N:9]([C:12](=[O:19])[CH2:13][CH2:14][C:15]([CH3:18])([CH3:17])[CH3:16])[CH2:8][CH2:7]1)=[O:5])C.[Cl-].C[Al+]C.[F:28][C:29]([F:39])([F:38])[O:30][C:31]1[CH:37]=[CH:36][C:34]([NH2:35])=[CH:33][CH:32]=1>CCCCCCC>[CH3:18][C:15]([CH3:16])([CH3:17])[CH2:14][CH2:13][C:12]([N:9]1[CH2:8][CH2:7][C:6]2([C:4](=[O:5])[N:35]([C:34]3[CH:36]=[CH:37][C:31]([O:30][C:29]([F:28])([F:38])[F:39])=[CH:32][CH:33]=3)[CH2:21][CH2:20]2)[CH2:11][CH2:10]1)=[O:19]

Participants

5

Reactant 3

HCID 6008484-(Trifluoromethoxy)anilineHCID 16686359Dimethylalumanylium chlorideHCID 667874081-(4,4-Dimethyl-pentanoyl)-4-(2-methoxy-ethyl)-piperidine-4-carboxylic acid ethyl ester

Product 1

HCID 49801960HCID 49801960, compoundYield 40.1%

Reagents, catalysts & solvents 1

HCID 8900HeptaneSolvent

Procedure

This material was prepared in analogy to example 1 step D) from 1-(4,4-dimethyl-pentanoyl)-4-(2-methoxy-ethyl)-piperidine-4-carboxylic acid ethyl ester (0.115 g), dimethylaluminium chloride in heptane (0.9 molar, 0.78 ml) and 4-trifluoromethoxyanilin (0.068 g) to give the desired 8-(4,4-dimethyl-pentanoyl)-2-(4-trifluoromethoxy-phenyl)-2,8-diaza-spiro[4.5]decan-1-one (0.06 g) as an off-white solid. MS (ESI): 427.2 (MH+).

Sources & evidence

ORD record
ord-c1564c67788947e3a5c0edccc5d17510
Source dataset
uspto-grants-2012_12
Patent number
US08329904B2

Reaction notes

Loading…