Hydrochloric Acid → HCID 67991771, compound

HRID 632858Notes

Reaction equation

HRID 632858 reaction equation
[CH:1]1([N:4]2[C:12]3[CH:11]=[CH:10][N:9]=[CH:8][C:7]=3[N:6]([CH2:13][C:14]3[N:26]([CH2:27][CH2:28][CH:29]([CH3:31])[CH3:30])[C:17]4=[N:18][CH:19]=[C:20]([C:22]([O:24]C)=[O:23])[CH:21]=[C:16]4[N:15]=3)[C:5]2=[O:32])[CH2:3][CH2:2]1.[OH-].[Li+].Cl>C1COCC1.O>[CH:1]1([N:4]2[C:12]3[CH:11]=[CH:10][N:9]=[CH:8][C:7]=3[N:6]([CH2:13][C:14]3[N:26]([CH2:27][CH2:28][CH:29]([CH3:30])[CH3:31])[C:17]4=[N:18][CH:19]=[C:20]([C:22]([OH:24])=[O:23])[CH:21]=[C:16]4[N:15]=3)[C:5]2=[O:32])[CH2:3][CH2:2]1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 67991773HCID 67991773, compound

Product 1

HCID 67991771HCID 67991771, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

Compound 26 (0.84 g, 1.89 mmol) was dissolved in THF (15 mL) and lithium hydroxide (544 mg, 22.7 mmol) dissolved in water (10 mL) was added. The resulting mixture was stirred at room temperature overnight. The pH of the resulting mixture was adjusted to pH=4 by addition of a 1 M solution of hydrochloric acid. Then the mixture was extracted with ethyl acetate. The organic layer was dried over MgSO4 and concentrated. The title compound 28 was isolated as a white powder (690 mg, 84%).

Workup

  1. additionwas added
  2. extractionThen the mixture was extracted with ethyl acetate
  3. dry with materialThe organic layer was dried over MgSO4
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-3b28343ad8a2446b98c855bf2eed4254
Source dataset
uspto-grants-2016_04
Patent number
US09321767B2

Reaction notes

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