4-Methyloxazole → [2-Amino-6-(4-methyl-oxazol-2-yl)-3-nitro-pyridin-4-yl]-(6-trifluoromethyl-pyridin-3-ylmethyl)-carbamic acid ethyl ester

HRID 639674Notes

Reaction equation

HRID 639674 reaction equation
[CH3:1][C:2]1[N:3]=[CH:4][O:5][CH:6]=1.[CH2:7]([O:9][C:10](=[O:34])[N:11]([C:23]1[CH:28]=[C:27](Br)[N:26]=[C:25]([NH2:30])[C:24]=1[N+:31]([O-:33])=[O:32])[CH2:12][C:13]1[CH:14]=[N:15][C:16]([C:19]([F:22])([F:21])[F:20])=[CH:17][CH:18]=1)[CH3:8]>[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]>[CH2:7]([O:9][C:10](=[O:34])[N:11]([C:23]1[CH:28]=[C:27]([C:4]2[O:5][CH:6]=[C:2]([CH3:1])[N:3]=2)[N:26]=[C:25]([NH2:30])[C:24]=1[N+:31]([O-:33])=[O:32])[CH2:12][C:13]1[CH:14]=[N:15][C:16]([C:19]([F:22])([F:20])[F:21])=[CH:17][CH:18]=1)[CH3:8]

Participants

4

Reactant 2

HCID 696634-MethyloxazoleHCID 86614486(2-Amino-6-bromo-3-nitro-pyridin-4-yl)-(6-trifluoromethyl-pyridin-3-ylmethyl)-carbamic acid ethyl ester

Product 1

HCID 67456477[2-Amino-6-(4-methyl-oxazol-2-yl)-3-nitro-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 4-methyl-oxazole (36 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 (44 mg) as a yellow solid.

Workup

  1. customin preparation 70

Sources & evidence

ORD record
ord-1e1d7f50f96540a3aa25d0c26ea8fcc2
Source dataset
uspto-grants-2010_04
Patent number
US07691877B2

Reaction notes

Loading…