Methyl 3-amino-6-(oxazol-2-yl)-5-(trifluoromethyl)picolinate → 3-Amino-6-furan-2-yl-5-trifluoromethyl-pyrazine-2-carboxylic acid

HRID 887882Notes

Reaction equation

HRID 887882 reaction equation
C([O:3][C:4]([C:6]1[C:11]([NH2:12])=[N:10][C:9]([C:13]([F:16])([F:15])[F:14])=[C:8](Br)[N:7]=1)=[O:5])C.C([Sn](CCCC)CCCC)CCC.[O:31]1[CH:35]=[CH:34][CH:33]=[C:32]1[SnH3].NC1C(C(OC)=O)=NC(C2OC=CN=2)=C(C(F)(F)F)C=1>>[NH2:12][C:11]1[C:6]([C:4]([OH:3])=[O:5])=[N:7][C:8]([C:32]2[O:31][CH:35]=[CH:34][CH:33]=2)=[C:9]([C:13]([F:14])([F:15])[F:16])[N:10]=1

Participants

4

Reactant 3

HCID 67383553Methyl 3-amino-6-(oxazol-2-yl)-5-(trifluoromethyl)picolinateHCID 72942096Ethyl 3-amino-6-bromo-5-(trifluoromethyl)pyrazine-2-carboxylate2×HCID 131729901Tributyltin 2-furylstannane

Product 1

HCID 584423543-Amino-6-furan-2-yl-5-trifluoromethyl-pyrazine-2-carboxylic acid

Procedure

The title compound was prepared from 3-amino-6-bromo-5-trifluoromethyl-pyrazine-2-carboxylic acid ethyl ester (Intermediate C1) and tributyltin-2-furylstannane analogously to methyl 3-amino-6-(oxazol-2-yl)-5-(trifluoromethyl)picolinate (Intermediate P)

Sources & evidence

ORD record
ord-322fab1a2761424d8b83f08c5cd7edc6
Source dataset
uspto-grants-2012_08
Patent number
US08247436B2

Reaction notes

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