Hydrochloric Acid → HCID 22052313, compound

HRID 1831795Notes

Reaction equation

HRID 1831795 reaction equation
C[O:2][C:3](=[O:22])[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH3:11])=[C:6]([O:12][CH2:13][CH2:14][C:15]2[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][N:16]=2)[CH:5]=1.O.O.[OH-].[Li+].Cl>CO>[Cl:21][C:18]1[CH:19]=[CH:20][C:15]([CH2:14][CH2:13][O:12][C:6]2[CH:5]=[C:4]([CH:9]=[CH:8][C:7]=2[O:10][CH3:11])[C:3]([OH:22])=[O:2])=[N:16][CH:17]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 168937Lithium hydroxide, monohydrateHCID 69652320HCID 69652320, compound

Product 1

HCID 22052313HCID 22052313, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

85 mg 3-[2-(5-Chloro-pyridin-2-yl)-ethoxy]-4-methoxy-benzoic acid methyl ester was dissolved in 1.2 ml of MeOH:water/3:1. 30 mg of lithium hydroxide monohydrate were added to the added to the solution, and the reaction was stirred at RT for 16 h. The reaction mixture was acidified with half-concentrated hydrochloric acid. The suspension was concentrated under reduced pressure, coevaporated twice with toluene (2×10 ml) and then directly subjected to the subsequent amide coupling.

Workup

  1. additionadded to the solution
  2. concentrationThe suspension was concentrated under reduced pressure

Sources & evidence

ORD record
ord-ed348e6acb334340ac59281aec84f31d
Source dataset
uspto-grants-2006_06
Patent number
US07067665B2

Reaction notes

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