Water → HCID 17887112, compound

HRID 480037Notes

Reaction equation

HRID 480037 reaction equation
Br[CH2:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]([O:11][CH3:12])=[O:10])=[CH:5][N:4]=1.C([N:15]([CH2:18][CH3:19])[CH2:16][CH3:17])C.[OH2:20].C[N:22]([CH3:25])[CH:23]=[O:24]>>[C:6]([O:24][C:23]([NH:22][CH:25]1[CH2:17][CH2:16][N:15]([CH2:2][C:3]2[CH:8]=[CH:7][C:6]([C:9]([O:11][CH3:12])=[O:10])=[CH:5][N:4]=2)[CH2:18][CH2:19]1)=[O:20])([CH3:9])([CH3:7])[CH3:5]

Participants

5

Reactant 4

HCID 962WaterHCID 6228DimethylformamideHCID 8471TriethylamineHCID 127522376-Bromomethyl-nicotinic acid methyl ester

Product 1

HCID 17887112HCID 17887112, compound

Procedure

A solution containing 0.7 g (0.0034 mole) of the product of preparation 1, 0.53 g (0.0023 mole) of 2-bromomethyl-5-methoxycarbonyl-pyridine (prepared using the procedure described in J. Med. Chem., 1992, 3, 490-501), and 0.26 ml (0.0025 mole) of triethylamine in 10 ml of dimethylformamide is heated at 40° C. for 2 hours. It is then poured into water, extracted with ethyl acetate and the reaction product purified by flash chromatography (eluant: ethyl acetate). The named compound is obtained: M. P. 110-112° C.

Workup

  1. additionA solution containing
  2. customprepared
  3. extractionextracted with ethyl acetate
  4. customthe reaction product purified by flash chromatography (eluant: ethyl acetate)
  5. customThe named compound is obtained

Sources & evidence

ORD record
ord-dd81fa0f5795441f9949cf1fb161ae7d
Source dataset
uspto-grants-2003_11
Patent number
US06649627B1

Reaction notes

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