2-Fluoro-5-(hydroxymethyl)benzonitrile → (S)-2-fluoro-5-(((2-methyl-5-oxo-1,2,3,5-tetrahydroimidazo[1,2-c]pyrimidin-7-yl)oxy)methyl)benzonitrile

HRID 2171428Notes

Reaction equation

HRID 2171428 reaction equation
[F:1][C:2]1[CH:9]=[CH:8][C:7]([CH2:10][OH:11])=[CH:6][C:3]=1[C:4]#[N:5].C(OC([N:19]1[C:27]2[N:22]([C:23](=[O:29])[N:24]=[C:25](Cl)[CH:26]=2)[CH2:21][C@@H:20]1[CH3:30])=O)(C)(C)C>>[F:1][C:2]1[CH:9]=[CH:8][C:7]([CH2:10][O:11][C:25]2[CH:26]=[C:27]3[NH:19][C@@H:20]([CH3:30])[CH2:21][N:22]3[C:23](=[O:29])[N:24]=2)=[CH:6][C:3]=1[C:4]#[N:5]

Participants

3

Reactant 2

HCID 27739342-Fluoro-5-(hydroxymethyl)benzonitrileHCID 86728347(S)-tert-butyl 7-chloro-2-methyl-5-oxo-2,3-dihydroimidazo[1,2-c]pyrimidine-1(5H)-carboxylate

Product 1

HCID 86728411(S)-2-fluoro-5-(((2-methyl-5-oxo-1,2,3,5-tetrahydroimidazo[1,2-c]pyrimidin-7-yl)oxy)methyl)benzonitrile

Procedure

The title compound was prepared by a procedure similar to that described for E9 starting from 2-fluoro-5-(hydroxymethyl)benzonitrile and (S)-tert-butyl-7-chloro-2-methyl-5-oxo-2,3-dihydroimidazo[1,2-c]pyrimidine-1(5H)-carboxylate.

Sources & evidence

ORD record
ord-76c92e2adac1418084328b5c8bc47f15
Source dataset
uspto-grants-2015_06
Patent number
US09051325B2

Reaction notes

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