4-(3-(Diethylamino)propoxy)-3-fluoroaniline → N-[3-(3-{2-[{3-[(4-Amino-2-fluorophenyl)oxy]propyl}(methyl)amino]-4-pyrimidinyl}pyrazolo[1,5-a]pyridin-2-yl)phenyl]-2,6-difluorobenzamide

HRID 1159936Notes

Reaction equation

HRID 1159936 reaction equation
Cl[C:2]1[N:7]=[C:6]([C:8]2[C:9]([C:17]3[CH:18]=[C:19]([NH:23][C:24](=[O:33])[C:25]4[C:30]([F:31])=[CH:29][CH:28]=[CH:27][C:26]=4[F:32])[CH:20]=[CH:21][CH:22]=3)=[N:10][N:11]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=23)[CH:5]=[CH:4][N:3]=1.[CH2:34]([N:36](CC)[CH2:37][CH2:38][CH2:39][O:40][C:41]1[CH:47]=[CH:46][C:44]([NH2:45])=[CH:43][C:42]=1[F:48])C>>[NH2:45][C:44]1[CH:46]=[CH:47][C:41]([O:40][CH2:39][CH2:38][CH2:37][N:36]([CH3:34])[C:2]2[N:7]=[C:6]([C:8]3[C:9]([C:17]4[CH:18]=[C:19]([NH:23][C:24](=[O:33])[C:25]5[C:26]([F:32])=[CH:27][CH:28]=[CH:29][C:30]=5[F:31])[CH:20]=[CH:21][CH:22]=4)=[N:10][N:11]4[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=34)[CH:5]=[CH:4][N:3]=2)=[C:42]([F:48])[CH:43]=1

Participants

3

Reactant 2

HCID 219747414-(3-(Diethylamino)propoxy)-3-fluoroanilineHCID 59513803N-{3-[3-(2-Chloro-4-pyrimidinyl)pyrazolo[1,5-a]pyridin-2-yl]phenyl}-2,6-difluorobenzamide

Product 1

HCID 59513855N-[3-(3-{2-[{3-[(4-Amino-2-fluorophenyl)oxy]propyl}(methyl)amino]-4-pyrimidinyl}pyrazolo[1,5-a]pyridin-2-yl)phenyl]-2,6-difluorobenzamide

Procedure

The title compound was prepared from N-{3-[3-(2-chloro-4-pyrimidinyl)pyrazolo-[1,5-a]pyridin-2-yl]phenyl}-2,6-difluorobenzamide and 4-{[3-(diethylamino)-propyl]oxy}-3-fluoroaniline in a manner analogous to Example 27, Step D. HRMS calcd for C37H34F3N7O2: 665.2726; found: 666.2804 (M+H+).

Sources & evidence

ORD record
ord-c588bfbb151f4a51a0fd07748a27ec68
Source dataset
uspto-grants-2010_10
Patent number
US07812022B2

Reaction notes

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