Hydrochloric Acid → HCID 60207958, compound

HRID 604425Notes

Reaction equation

HRID 604425 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[CH:10]=[C:9]([C:11]([O:13]CC)=[O:12])[N:8]([CH2:16][C:17](=[O:26])[NH:18][C:19]2[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][N:20]=2)[N:7]=1)=[O:5])[CH3:2].Cl>C1COCC1.O>[CH2:1]([O:3][C:4]([C:6]1[CH:10]=[C:9]([C:11]([OH:13])=[O:12])[N:8]([CH2:16][C:17](=[O:26])[NH:18][C:19]2[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][N:20]=2)[N:7]=1)=[O:5])[CH3:2]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 602079571-[(5-Chloro-pyridin-2-ylcarbamoyl)-methyl]-1H-pyrazole-3,5-dicarboxylic acid diethyl ester

Product 1

HCID 60207958HCID 60207958, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 8 g 1-[(5-Chloro-pyridin-2-ylcarbamoyl)-methyl]-1H-pyrazole-3,5-dicarboxylic acid diethyl ester in 200 ml THF and 50 ml H2O 17.2 ml 1N NaOH is added. After standing for 16 h, the solution was acidified using 1 N HCl. THF was removed in vacuo and water was removed by lyophilization. The residue was purified by chromatography on silica gel using ethyl acetate followed by CH2Cl2/MeOH/HOAC/H2O=9/1/0.1/0.1. The fractions containing the product were evaporated and lyophilized to give a white solid.

Workup

  1. customTHF was removed in vacuo and water
  2. customwas removed by lyophilization
  3. customThe residue was purified by chromatography on silica gel
  4. additionThe fractions containing the product
  5. customwere evaporated
  6. customto give a white solid

Sources & evidence

ORD record
ord-cdda8ae9642b46a6bd3397785bdd5d09
Source dataset
uspto-grants-2011_03
Patent number
US07910606B2

Reaction notes

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