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

HRID 2171393Notes

Reaction equation

HRID 2171393 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([CH2:10][OH:11])[CH:9]=1)[C:5]#[N:6].Cl[C:13]1[CH:14]=[C:15]2[N:22](C(OC(C)(C)C)=O)[C@@H:21]([CH3:30])[CH2:20][N:16]2[C:17](=[O:19])[N:18]=1>>[F:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([CH2:10][O:11][C:13]2[CH:14]=[C:15]3[NH:22][C@@H:21]([CH3:30])[CH2:20][N:16]3[C:17](=[O:19])[N:18]=2)[CH:9]=1)[C:5]#[N:6]

Participants

3

Reactant 2

HCID 686622523-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 86728371(S)-3-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 E1 starting from 3-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-8b60f680a1c740a9b4c4003ed4a581c1
Source dataset
uspto-grants-2015_06
Patent number
US09051325B2

Reaction notes

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