Hydrochloric Acid → HCID 86651035, compound

HRID 1908640Notes

Reaction equation

HRID 1908640 reaction equation
[CH2:1]([O:3][C:4]([N:6]1[CH2:11][CH2:10][N:9]([C:12](=[O:47])[C@@H:13]([NH:25][C:26]([C:28]2[CH:32]=[C:31]([O:33][CH2:34][C:35](=[O:40])[C:36]([CH3:39])([CH3:38])[CH3:37])[N:30]([C:41]3[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=3)[N:29]=2)=[O:27])[CH2:14][NH:15][C:16]2[C:19](=[O:20])[C:18](=[O:21])[C:17]=2[O:22]CC)[CH2:8][CH2:7]1)=[O:5])[CH3:2].[OH-].[Na+].Cl>C1COCC1>[CH2:1]([O:3][C:4]([N:6]1[CH2:11][CH2:10][N:9]([C:12](=[O:47])[C@@H:13]([NH:25][C:26]([C:28]2[CH:32]=[C:31]([O:33][CH2:34][C:35](=[O:40])[C:36]([CH3:39])([CH3:38])[CH3:37])[N:30]([C:41]3[CH:42]=[CH:43][CH:44]=[CH:45][CH:46]=3)[N:29]=2)=[O:27])[CH2:14][NH:15][C:16]2[C:17](=[O:22])[C:18](=[O:21])[C:19]=2[OH:20])[CH2:8][CH2:7]1)=[O:5])[CH3:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 86651034HCID 86651034, compound

Product 1

HCID 86651035HCID 86651035, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 40 mg 4-[(S)-2-{[5-(3,3-Dimethyl-2-oxo-butoxy)-1-phenyl-1H-pyrazole-3-carbonyl]-amino}-3-(2-ethoxy-3,4-dioxo-cyclobut-1-enylamino)-propionyl]-piperazine-1-carboxylic acid ethyl ester in 2 ml of THF, 0.2 ml of a 1 M aqueous NaOH solution was added. After stirring for 5 h at RT the reaction was acidified to pH 1 with diluted aqueous hydrochloric acid and extracted with DCM (3×50 ml). The combined organic phases were dried over MgSO4 and the solvents were removed under reduced pressure. The product was dissolved in water and lyophilized to yield a white solid.

Workup

  1. extractionextracted with DCM (3×50 ml)
  2. dry with materialThe combined organic phases were dried over MgSO4
  3. customthe solvents were removed under reduced pressure
  4. dissolutionThe product was dissolved in water
  5. customto yield a white solid

Sources & evidence

ORD record
ord-5b834c1bcf4c420383aac1fb56e7e61e
Source dataset
uspto-grants-2013_12
Patent number
US08598179B2

Reaction notes

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