Hydrochloric Acid → HCID 89443246, compound

HRID 2173734Notes

Reaction equation

HRID 2173734 reaction equation
C[O:2][C:3]([C:5]1[C:10]([NH2:11])=[CH:9][C:8]([C:12]([F:15])([F:14])[F:13])=[C:7](Br)[N:6]=1)=[O:4].[ClH:17]>>[NH2:11][C:10]1[C:5]([C:3]([OH:2])=[O:4])=[N:6][C:7]([Cl:17])=[C:8]([C:12]([F:15])([F:14])[F:13])[CH:9]=1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 58964428Methyl 3-amino-6-bromo-5-(trifluoromethyl)picolinate2×

Product 1

HCID 89443246HCID 89443246, compound

Conditions

Temperature
150 °C

Procedure

3-Amino-6-bromo-5-trifluoromethyl-pyridine-2-carboxylic acid methyl ester (Intermediate 3D) (100 mg, 0.334 mmol) was dissolved in 5M HCl (2.5 ml) and heated at 150° C., 5.5 bar in the microwave for 1 hour. The reaction mixture was purified by reverse phase chromatography eluting with water/MeCN to afford the title compound. MS m/z 241 [M+H]+. 1H NMR (400 MHz, DMSO-d6) δ 13.33 (1H, br hump), 7.79 (1H, s), 7.19 (2H, br s

Workup

  1. customThe reaction mixture was purified by reverse phase chromatography
  2. washeluting with water/MeCN

Sources & evidence

ORD record
ord-81cbd00b1cc34e90ac2fde76b407602e
Source dataset
uspto-grants-2015_06
Patent number
US09056867B2

Reaction notes

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