5-fluoro-2-oxopyrimidine- 1(2h)-carboxylate derivatives

A compound of Formula I:

• wherein R1 is:
• H;
• C1-C6 alkyl optionally substituted with 1-3 R4;
• C1-C6 alkenyl optionally substituted with 1-3 R4;
• C3-C6 alkynyl optionally substituted with 1-3 R4;
• phenyl or benzyl wherein each of the phenyl or the benzyl may be optionally substituted with 1-3 R5;
• or with a 5- or 6-membered saturated or unsaturated ring system, or with a 5-6 fused ring system, or with a 6-6 fused ring system each containing 1-3 heteroatoms wherein each ring may be optionally substituted with 1-3 R5, biphenyl or naphthyl optionally substituted with 1-3 R5;
• —(CHR6)mOR7;
• —C(═O)R8;
• —C(═S)R8;
• —S(O)2R8;
• —C(═O)OR8;
• —C(═S)OR8;
• —(CHR6)m N(R9)R10;
• —C(═O)N(R9)R10;
• or
• —C(═S)N(R9)R10;
• wherein m is an integer 1-3;
• R2 is H or C1-C6 alkyl optionally substituted with R4;
• alternatively R1 and R2 may be taken together to form ═CR11N(R12)R13;
• R3 is —C(═O)OR8 or —C(═S)OR8;
• R4 is independently halogen, C1-C6 alkyl, C1-C6 haloalkyl, C1-C6 alkoxy, C1-C6 haloalkoxy, C1-C6 alkylthio, C1-C4 haloalkylthio, amino, halothio, C1-C3 alkylamino, C2-C6 alkoxycarbonyl, C2-C6 alkylcarbonyl, C2-C6 alkylaminocarbonyl, hydroxyl, or C3-C6 trialkylsilyl,
• R5 is independently halogen, C1-C6 alkyl, C1-C6 haloalkyl, C1-C6 alkoxy, C1-C6 haloalkoxy, C1-C6 alkylthio, C1-C6 haloalkylthio, amino, C1-C6 alkylamino, C2-C6 dialkylamino, C2-C6 alkoxycarbonyl, or C2-C6 alkylcarbonyl, nitro, hydroxyl, or cyano, halothio;
• R6 is H, C1-C6 alkyl, C1-C6 alkoxy, phenyl or benzyl wherein each of the phenyl wherein each of the phenyl or the benzyl may be optionally substituted with 1-3 R5;
• R7 is H, C1-C6 alkyl, C2-C6 alkenyl, C3-C6 alkynyl, C1-C6 haloalkyl, C1-C6 alkoxyalkyl, C2-C6 alkylcarbonyl, phenyl or benzyl wherein each of the phenyl or the benzyl may be optionally substituted with 1-3 R5, or with a 5- or 6-membered saturated or unsaturated ring system, or with a 5-6 fused ring system, or with a 6-6 fused ring system each containing 1-3 heteroatoms wherein each ring may be optionally substituted with 1-3 R5, biphenyl or naphthyl optionally substituted with 1-3 R5;
• R8 is H, C1-C6 alkyl, C2-C6 alkenyl, C3-C6 alkynyl, C1-C6 haloalkyl, C1-C6 alkoxyalkyl, —(CH2)2OCH2(C6H5), phenyl or benzyl wherein each of the phenyl or the benzyl may be optionally substituted with 1-3 R5;
• or with a 5- or 6-membered saturated or unsaturated ring system, or with a 5-6 fused ring system, or with a 6-6 fused ring system each containing 1-3 heteroatoms wherein each ring may be optionally substituted with 1-3 R5, biphenyl or naphthyl optionally substituted with 1-3 R5;
• R9 is H, C1-C6 alkyl, C1-C6 haloalkyl, C1-C6 alkoxyalkyl, C2-C6 alkylcarbonyl, phenyl or benzyl wherein each of the phenyl or the benzyl may be optionally substituted with 1-3 R5;
• or with a 5- or 6-membered saturated or unsaturated ring system, or with a 5-6 fused ring system, or with a 6-6 fused ring system each containing 1-3 heteroatoms wherein each ring may be optionally substituted with 1-3 R5, biphenyl or naphthyl optionally substituted with 1-3 R5;
• R10 is H, C1-C6 alkyl, C1-C6 haloalkyl, C1-C6 alkoxyalkyl, C2-C6 alkylcarbonyl, benzyl, wherein the benzyl may be optionally substituted with 1-3 R5;
• alternatively R9 and R10 may be taken together to form a 5- or 6-membered saturated ring containing 1-3 heteroatoms wherein each ring may be optionally substituted with 1-3 R5;
• R11 is H or C1-C4 alkyl;
• R12 is H cyano, hydroxyl, C1-C4 alkyl, C1-C6 alkoxy, C2-C6, alkylcarbonyl, phenyl or benzyl wherein each of the phenyl or the benzyl may be optionally substituted with 1-3 R5;
• or with a 5- or 6-membered saturated or unsaturated ring system, or with a 5-6 fused ring system, or with a 6-6 fused ring system each containing 1-3 heteroatoms wherein each ring may be optionally substituted with 1-3 R5, biphenyl or naphthyl optionally substituted with 1-3 R5;
• alternatively R11 and R12 may be taken together to form a 5- or 6-membered saturated ring containing 1-3 heteroatoms wherein each ring may be optionally substituted with 1-3 R5;
• R13 is H, C1-C4 alkyl, C1-C6 alkoxy, C2-C6, alkylcarbonyl, phenyl or benzyl wherein each of the phenyl or the benzyl may be optionally substituted with 1-3 R5, or with a 5- or 6-membered saturated or unsaturated ring system, or with a 5-6 fused ring system, or with a 6-6 fused ring system each containing 1-3 heteroatoms wherein each ring may be optionally substituted with 1-3 R5, biphenyl or naphthyl optionally substituted with 1-3 R5;
• and alternatively R12 and R13 may be taken together to form a 5- or 6-membered saturated ring containing 1-3 heteroatoms wherein each ring may be optionally substituted with 1-3 R5.