5-(2-Fluoro-4-(hydroxymethyl)phenoxy)nicotinonitrile → (S)-5-(4-(((1,2-dimethyl-5-oxo-1,2,3,5-tetrahydroimidazo[1,2-c]pyrimidin-7-yl)ox-y)methyl)-2-fluorophenoxy)nicotinonitrile

HRID 2171384Notes

Reaction equation

HRID 2171384 reaction equation
[F:1][C:2]1[CH:16]=[C:15]([CH2:17][OH:18])[CH:14]=[CH:13][C:3]=1[O:4][C:5]1[CH:6]=[N:7][CH:8]=[C:9]([CH:12]=1)[C:10]#[N:11].Cl[C:20]1[CH:21]=[C:22]2[N:29]([CH3:30])[C@@H:28]([CH3:31])[CH2:27][N:23]2[C:24](=[O:26])[N:25]=1>>[CH3:30][N:29]1[C:22]2[N:23]([C:24](=[O:26])[N:25]=[C:20]([O:18][CH2:17][C:15]3[CH:14]=[CH:13][C:3]([O:4][C:5]4[CH:6]=[N:7][CH:8]=[C:9]([CH:12]=4)[C:10]#[N:11])=[C:2]([F:1])[CH:16]=3)[CH:21]=2)[CH2:27][C@@H:28]1[CH3:31]

Participants

3

Reactant 2

HCID 668261505-(2-Fluoro-4-(hydroxymethyl)phenoxy)nicotinonitrileHCID 86728322(S)-7-chloro-1,2-dimethyl-2,3-dihydroimidazo[1,2-c]pyrimidin-5(1H)-one

Product 1

HCID 86728360(S)-5-(4-(((1,2-dimethyl-5-oxo-1,2,3,5-tetrahydroimidazo[1,2-c]pyrimidin-7-yl)ox-y)methyl)-2-fluorophenoxy)nicotinonitrile

Procedure

The title compound was prepared by a procedure similar to that described for E9 starting from 5-(2-fluoro-4-(hydroxymethyl)phenoxy)nicotinonitrile and (S)-7-chloro-1,2-dimet-hyl-2,3-dihydroimidazo[1,2-c]pyrimidin-5(1H)-one.

Sources & evidence

ORD record
ord-b2fe6436569c43f892ed711ae07b6ff0
Source dataset
uspto-grants-2015_06
Patent number
US09051325B2

Reaction notes

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