Sodium Glycinate → HCID 54751134, compound

HRID 1511910Notes

Reaction equation

HRID 1511910 reaction equation
C(O[C:4]([C:6]1[C:11](=[O:12])[N:10]([CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[N:9]2[CH:20]=[CH:21][CH:22]=[C:8]2[C:7]=1[OH:23])=[O:5])C.[NH2:24][CH2:25][C:26]([O-:28])=[O:27].[Na+]>COCCO>[CH2:13]([N:10]1[C:11](=[O:12])[C:6]([C:4]([NH:24][CH2:25][C:26]([OH:28])=[O:27])=[O:5])=[C:7]([OH:23])[C:8]2=[CH:22][CH:21]=[CH:20][N:9]12)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

4

Reactant 2

HCID 4684308Sodium GlycinateHCID 67230926HCID 67230926, compound

Product 1

HCID 54751134HCID 54751134, compoundYield 75.3%

Reagents, catalysts & solvents 1

HCID 80192-MethoxyethanolSolvent

Procedure

A mixture of 1-benzyl-4-hydroxy-2-oxo-1,2-dihydro-pyrrolo[1,2-b]pyridazine-3-carboxylic acid ethyl ester (78 mg, 0.249 mmol) and sodium glycinate (122 mg, 1.25 mmol) in 2-methoxyethanol (5 mL) was refluxed for 20 h; subsequently, the reaction was cooled and solvent was removed by rotovaping; the residue was dissolved in water and then acidified with 2 M HCl solution; the precipitates were collected via filtration, washed with water and vacuum dried at 50° C. to give the desired product (64 mg) as yellow solid. ESI (m/z): 342 (M+H)+.

Workup

  1. temperaturewas refluxed for 20 h
  2. temperaturesubsequently, the reaction was cooled
  3. customsolvent was removed
  4. dissolutionthe residue was dissolved in water
  5. filtrationthe precipitates were collected via filtration
  6. washwashed with water and vacuum
  7. customdried at 50° C.

Sources & evidence

ORD record
ord-e6367841b9a74ec1a9419de5d89791ef
Source dataset
uspto-grants-2012_07
Patent number
US08217043B2

Reaction notes

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