Potassium Hydroxide → HCID 178524896, compound

HRID 574676Notes

Reaction equation

HRID 574676 reaction equation
[CH:1]([C:3]1[N:8]=[C:7]([OH:9])[C:6]([NH:10][C:11](=[O:25])[CH:12]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[CH:5][N:4]=1)=[O:2].[O-:26]Cl=O.[Na+].[OH-].[K+]>CC(O)(C)C.O>[C:19]1([CH:12]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[C:11]([NH:10][C:6]2[C:7]([OH:9])=[N:8][C:3]([C:1]([OH:26])=[O:2])=[N:4][CH:5]=2)=[O:25])[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1

Participants

6

Reactant 3

HCID 14797Potassium HydroxideHCID 23668197Sodium ChloriteHCID 178519990HCID 178519990, compound

Product 1

HCID 178524896HCID 178524896, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6386tert-ButanolSolvent

Procedure

A mixture of compound 3-h (1 g, 3.0 mmol) in t-BuOH (20 mL) was added to a solution of NaH2PO4H2O (0.86 g, 2.4 mmol) in H2O (4 mL) and NaClO2 (0.8 g, 9 mmol). After being allowed to stir at room temperature for 3 h, the reaction mixture was added to aq. KOH (2M, 15 mL) and extracted with EA (30 mL). The aqueous layer was adjusted to pH=2 by addition of HCl, and then extracted with EA (30 mL) to afford the crude product, 3-1-a, (300 mg). LC-MS (M+H)+ 350.1

Workup

  1. extractionextracted with EA (30 mL)
  2. additionThe aqueous layer was adjusted to pH=2 by addition of HCl
  3. extractionextracted with EA (30 mL)

Sources & evidence

ORD record
ord-1b6a98c43b60408395f4bd97c4c8c446
Source dataset
uspto-grants-2015_05
Patent number
US09034851B2

Reaction notes

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