3-Hydroxyisovaleric acid → N-((5-chloro-2-methoxyphenyl)(cyano)methyl)-3-hydroxy-3-methylbutanamide

HRID 1466673Notes

Reaction equation

HRID 1466673 reaction equation
NC(C1C=C(Cl)C=CC=1OC)C#N.OC(C)(C)CC(O)=O.[Si]([O:29][C:30]([CH3:48])([CH3:47])[CH2:31][C:32]([NH:34][CH:35]([C:38]1[CH:43]=[C:42]([Cl:44])[CH:41]=[CH:40][C:39]=1[O:45][CH3:46])[C:36]#[N:37])=[O:33])(C(C)(C)C)(C)C>>[Cl:44][C:42]1[CH:41]=[CH:40][C:39]([O:45][CH3:46])=[C:38]([CH:35]([C:36]#[N:37])[NH:34][C:32](=[O:33])[CH2:31][C:30]([OH:29])([CH3:48])[CH3:47])[CH:43]=1

Participants

4

Reactant 3

HCID 693623-Hydroxyisovaleric acidHCID 66847023Amino-(5-chloro-2-methoxy-phenyl)-acetonitrileHCID 668471763-(tert-butyldimethylsilyloxy)-N-((5-chloro-2-methoxyphenyl)(cyano)methyl)-3-methylbutanamide

Product 1

HCID 66847322N-((5-chloro-2-methoxyphenyl)(cyano)methyl)-3-hydroxy-3-methylbutanamide

Procedure

Using amino-(5-chloro-2-methoxy-phenyl)-acetonitrile and 3-hydroxy-3-methyl-butyric acid, the title compound was synthesized following the synthetic procedures described for 3-(tert-butyldimethylsilyloxy)-N-((5-chloro-2-methoxyphenyl)(cyano)methyl)-3-methylbutanamide to give N-((5-chloro-2-methoxyphenyl)(cyano)methyl)-3-hydroxy-3-methylbutanamide. LCMS (ESI) m+H=297.1.

Workup

  1. customthe title compound was synthesized

Sources & evidence

ORD record
ord-cb992be5df6e4cb782b670f797590b36
Source dataset
uspto-grants-2015_04
Patent number
US08999998B2

Reaction notes

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