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

HRID 639673Notes

Reaction equation

HRID 639673 reaction equation
[O:1]1[CH:5]=[CH:4][N:3]=[CH:2]1.[CH2:6]([O:8][C:9](=[O:33])[N:10]([C:22]1[CH:27]=[C:26](Br)[N:25]=[C:24]([NH2:29])[C:23]=1[N+:30]([O-:32])=[O:31])[CH2:11][C:12]1[CH:13]=[N:14][C:15]([C:18]([F:21])([F:20])[F:19])=[CH:16][CH:17]=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:33])[N:10]([C:22]1[CH:27]=[C:26]([C:2]2[O:1][CH:5]=[CH:4][N:3]=2)[N:25]=[C:24]([NH2:29])[C:23]=1[N+:30]([O-:32])=[O:31])[CH2:11][C:12]1[CH:13]=[N:14][C:15]([C:18]([F:21])([F:19])[F:20])=[CH:16][CH:17]=1)[CH3:7]

Participants

4

Reactant 2

HCID 9255OxazoleHCID 86614486(2-Amino-6-bromo-3-nitro-pyridin-4-yl)-(6-trifluoromethyl-pyridin-3-ylmethyl)-carbamic acid ethyl ester

Product 1

HCID 67457746(2-Amino-3-nitro-6-oxazol-2-yl-pyridin-4-yl)-(6-trifluoromethyl-pyridin-3-ylmethyl)-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 (30 mg), (2-amino-6-bromo-3-nitro-pyridin-4-yl)-(6-trifluoromethyl-pyridin-3-ylmethyl)-carbamic acid ethyl ester (100 mg) and palladium bis(triphenylphosphine)dichloride (30 mg), giving the product (61 mg) as a yellow solid

Workup

  1. customin preparation 70

Sources & evidence

ORD record
ord-14098956b8814f7d808a3c34e97593ea
Source dataset
uspto-grants-2010_04
Patent number
US07691877B2

Reaction notes

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