Sodium Hydroxide → HCID 10164392, compound

HRID 2251720Notes

Reaction equation

HRID 2251720 reaction equation
C([O:3][C:4](=[O:25])[C:5]([NH:7][C:8]1[CH:13]=[C:12]([Br:14])[C:11]([O:15][CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([Br:23])[CH:18]=2)=[C:10]([Br:24])[CH:9]=1)=[O:6])C.[OH-].[Na+]>CO>[Br:14][C:12]1[CH:13]=[C:8]([NH:7][C:5](=[O:6])[C:4]([OH:25])=[O:3])[CH:9]=[C:10]([Br:24])[C:11]=1[O:15][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([Br:23])[CH:18]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 22242279HCID 22242279, compound

Product 1

HCID 10164392HCID 10164392, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Ethyl-N-[3,5-dibromo-4-(3-bromobenzyloxy)phenyl]oxamate (18 mg) was dissolved in methanol (1 mL) and treated with sodium hydroxide (1N, 6-8 equivalents). After stirring over night at room temperature, the reaction mixture was acidified to pH 5. The mixture was purified on semi-preperative HPLC using the same conditions as described for Examples 27, 28 and 30. This gave 7.8 mg (46%) of N-[3,5-dibromo-4-(3-bromobenzyloxy)phenyl]oxamic acid. MS: m/z 508.0 (M+−1).

Workup

  1. customThe mixture was purified on semi-preperative HPLC

Sources & evidence

ORD record
ord-f2f6f3b0f19740238837834545f26a27
Source dataset
uspto-grants-2008_01
Patent number
US07319163B2

Reaction notes

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