Hydrochloric Acid → HCID 86725276, compound

HRID 576652Notes

Reaction equation

HRID 576652 reaction equation
[O:1]=[C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4](=[O:11])[N:3]1[C@H:12]1[CH2:17][C:16]2[CH:18]=[CH:19][CH:20]=[C:21]([C:22]([OH:24])=[O:23])[C:15]=2[O:14][B:13]1[OH:25].[OH-:26].[Na+].Cl>CO.O>[C:4]([C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][C:10]=1[C:2]([NH:3][C@H:12]1[CH2:17][C:16]2[CH:18]=[CH:19][CH:20]=[C:21]([C:22]([OH:24])=[O:23])[C:15]=2[O:14][B:13]1[OH:25])=[O:1])([OH:26])=[O:11]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 86725277HCID 86725277, compound

Product 1

HCID 86725276HCID 86725276, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To 20 mg of (R)-3-(1,3-dioxoisoindolin-2-yl)-2-hydroxy-3,4-dihydro-2H-benzo[e][1,2]oxaborinine-8-carboxylic acid in a mixture of methanol and H2O (2 mL, 1:1) was added 1 N NaOH (0.5 mL) and the resulting reaction mixture was stirred at room temperature for 3 hr. 1N HCl was added to adjust the pH of the solution to 3. The product was then purified by reverse phase HPLC and dried using lyophilization. ESI-MS m/z 356 (MH)+.

Workup

  1. customthe resulting reaction mixture
  2. customThe product was then purified by reverse phase HPLC
  3. customdried

Sources & evidence

ORD record
ord-2539b6acc86d4e048021bce247661f2b
Source dataset
uspto-grants-2015_05
Patent number
US09040504B2

Reaction notes

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