3-Aminobenzamide → HCID 57842780, compound

HRID 735571Notes

Reaction equation

HRID 735571 reaction equation
[CH2:1]([O:8][C:9]([N:11]([CH3:23])[CH2:12][CH2:13][C:14]1[CH:19]=[CH:18][C:17](B(O)O)=[CH:16][CH:15]=1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:24][C:25]1[CH:26]=[C:27]([CH:31]=[CH:32][CH:33]=1)[C:28]([NH2:30])=[O:29].O.[C:35]([OH:39])(=[O:38])[CH:36]=O>>[CH2:1]([O:8][C:9]([N:11]([CH3:23])[CH2:12][CH2:13][C:14]1[CH:19]=[CH:18][C:17]([CH:36]([NH:24][C:25]2[CH:33]=[CH:32][CH:31]=[C:27]([C:28](=[O:29])[NH2:30])[CH:26]=2)[C:35]([OH:39])=[O:38])=[CH:16][CH:15]=1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 16453-AminobenzamideHCID 15620607Glyoxylic acid, monohydrateHCID 578425784-(2-((Benzyloxycarbonyl)(methyl)amino)ethyl)phenylboronic acid

Product 1

HCID 57842780HCID 57842780, compoundYield 76%

Procedure

Using a procedure analogous to that used to prepare 2D, 28D (400 mg, 1.3 mmol) was reacted with 3-aminobenzamide and glyoxylic acid monohydrate to afford 28E (661 mg, 76%) as a yellow solid. MS (ESI) m/z 462.32 (M+H)+.

Sources & evidence

ORD record
ord-70fb0faa064d4952ab71e83adf247fe3
Source dataset
uspto-grants-2009_09
Patent number
US07592331B2

Reaction notes

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