Oxazole → (2-Amino-3-nitro-6-oxazol-2-yl-pyridin-4-yl)-(3-cyano-benzyl)-carbamic acid ethyl ester

HRID 639675Notes

Reaction equation

HRID 639675 reaction equation
[O:1]1[CH:5]=[CH:4][N:3]=[CH:2]1.[CH2:6]([O:8][C:9](=[O:31])[N:10]([C:20]1[CH:25]=[C:24](Br)[N:23]=[C:22]([NH2:27])[C:21]=1[N+:28]([O-:30])=[O:29])[CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([C:18]#[N:19])[CH:13]=1)[CH3:7]>[Cl-].[Cl-].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[Pd+2]>[CH2:6]([O:8][C:9](=[O:31])[N:10]([C:20]1[CH:25]=[C:24]([C:2]2[O:1][CH:5]=[CH:4][N:3]=2)[N:23]=[C:22]([NH2:27])[C:21]=1[N+:28]([O-:30])=[O:29])[CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([C:18]#[N:19])[CH:13]=1)[CH3:7]

Participants

4

Reactant 2

HCID 9255OxazoleHCID 86614489(2-Amino-6-bromo-3-nitro-pyridin-4-yl)-(3-cyano-benzyl)-carbamic acid ethyl ester

Product 1

HCID 67456888(2-Amino-3-nitro-6-oxazol-2-yl-pyridin-4-yl)-(3-cyano-benzyl)-carbamic acid ethyl ester

Reagents, catalysts & solvents 1

HCID 84124Bis(triphenylphosphine)palladium chlorideCatalyst

Procedure

The title compound was prepared following the example in preparation 70, using oxazole (33 mg), (2-amino-6-bromo-3-nitro-pyridin-4-yl)-(3-cyano-benzyl)-carbamic acid ethyl ester (100 mg) and palladium bis(triphenylphosphine)dichloride (33 mg), giving the product (67 mg) as a yellow solid.

Workup

  1. customin preparation 70

Sources & evidence

ORD record
ord-dfdb297020df4b3ba9f6f82922689f08
Source dataset
uspto-grants-2010_04
Patent number
US07691877B2

Reaction notes

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