Oxane-4-carboxylic acid → N-((5-chloro-2-methoxyphenyl)(cyano)methyl)tetrahydro-2H-pyran-4-carboxamide

HRID 1466686Notes

Reaction equation

HRID 1466686 reaction equation
[NH2:1][CH:2]([C:5]1[CH:10]=[C:9]([Cl:11])[CH:8]=[CH:7][C:6]=1[O:12][CH3:13])[C:3]#[N:4].[O:14]1[CH2:19][CH2:18][CH:17]([C:20](O)=[O:21])[CH2:16][CH2:15]1.[Si](OC(C)(C)CC(NC(C1C=C(Cl)C=CC=1OC)C#N)=O)(C(C)(C)C)(C)C>>[Cl:11][C:9]1[CH:8]=[CH:7][C:6]([O:12][CH3:13])=[C:5]([CH:2]([C:3]#[N:4])[NH:1][C:20]([CH:17]2[CH2:18][CH2:19][O:14][CH2:15][CH2:16]2)=[O:21])[CH:10]=1

Participants

4

Reactant 3

HCID 219302Oxane-4-carboxylic acidHCID 66847023Amino-(5-chloro-2-methoxy-phenyl)-acetonitrileHCID 668471763-(tert-butyldimethylsilyloxy)-N-((5-chloro-2-methoxyphenyl)(cyano)methyl)-3-methylbutanamide

Product 1

HCID 66847423N-((5-chloro-2-methoxyphenyl)(cyano)methyl)tetrahydro-2H-pyran-4-carboxamide

Procedure

Using amino-(5-chloro-2-methoxy-phenyl)-acetonitrile and tetrahydro-2H-pyran-4-carboxylic acid, the title compound was prepared 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)tetrahydro-2H-pyran-4-carboxamide as a white solid. LCMS (ESI) m+H=309.3.

Workup

  1. customthe title compound was prepared

Sources & evidence

ORD record
ord-04a47f8e459b4992841e0be1a54f4f47
Source dataset
uspto-grants-2015_04
Patent number
US08999998B2

Reaction notes

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