3-Amino-6-(4-chloro-2-methyl-phenyl)-5-trifluoromethyl-pyridine-2-carboxylic acid methyl ester → 5-Amino-6'-methyl-3-(trifluoromethyl)-2,3'-bipyridine-6-carboxylic acid

HRID 887875Notes

Reaction equation

HRID 887875 reaction equation
C[O:2][C:3]([C:5]1[N:10]=[C:9]([C:11]2[CH:12]=[N:13][C:14]([CH3:17])=[CH:15][CH:16]=2)[C:8]([C:18]([F:21])([F:20])[F:19])=[CH:7][C:6]=1[NH2:22])=[O:4].COC(C1C(N)=CC(C(F)(F)F)=C(C2C=CC(Cl)=CC=2C)N=1)=O>>[NH2:22][C:6]1[CH:7]=[C:8]([C:18]([F:21])([F:20])[F:19])[C:9]([C:11]2[CH:12]=[N:13][C:14]([CH3:17])=[CH:15][CH:16]=2)=[N:10][C:5]=1[C:3]([OH:4])=[O:2]

Participants

3

Reactant 2

HCID 584423533-Amino-6-(4-chloro-2-methyl-phenyl)-5-trifluoromethyl-pyridine-2-carboxylic acid methyl esterHCID 673835145-Amino-6'-methyl-3-trifluoromethyl-[2,3']bipyridinyl-6-carboxylic acid methyl ester

Product 1

HCID 584423575-Amino-6'-methyl-3-(trifluoromethyl)-2,3'-bipyridine-6-carboxylic acid

Procedure

This compound was prepared from: 5-Amino-6′-methyl-3-trifluoromethyl-[2,3′]bipyridinyl-6-carboxylic acid methyl ester analogously to 3-amino-6-(4-chloro-2-methyl-phenyl)-5-trifluoromethyl-pyridine-2-carboxylic acid methyl ester (Intermediate I); LC-MS Rt 0.90 min; [M+H]+ 298 (Method 2minLC_v002); 1H NMR (400 MHz, DMSO-d6) δ 12.90 (1H, broad), 8.45 (1H, s), 7.72 (2H), 7.32 (1H, d), 7.12 (2H, broad), 2.51 (3H).

Sources & evidence

ORD record
ord-2dbab77ae64e4ad4a0af1b84975bcb8a
Source dataset
uspto-grants-2012_08
Patent number
US08247436B2

Reaction notes

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