3-Aminobenzamide → HCID 57842901, compound

HRID 735622Notes

Reaction equation

HRID 735622 reaction equation
[Si]([O:8][CH2:9][CH2:10][C:11]1[CH:16]=[CH:15][C:14](B(O)O)=[CH:13][C:12]=1[CH2:20][CH3:21])(C(C)(C)C)(C)C.[NH2:22][C:23]1[CH:24]=[C:25]([CH:29]=[CH:30][CH:31]=1)[C:26]([NH2:28])=[O:27].O.[C:33]([OH:37])(=[O:36])[CH:34]=O>>[C:26]([C:25]1[CH:24]=[C:23]([NH:22][CH:34]([C:14]2[CH:15]=[CH:16][C:11]([CH2:10][CH2:9][OH:8])=[C:12]([CH2:20][CH3:21])[CH:13]=2)[C:33]([OH:37])=[O:36])[CH:31]=[CH:30][CH:29]=1)(=[O:27])[NH2:28]

Participants

4

Reactant 3

HCID 16453-AminobenzamideHCID 15620607Glyoxylic acid, monohydrateHCID 578426084-(2-(Tert-butyldimethylsilyloxy)ethyl)-3-ethylphenylboronic acid

Product 1

HCID 57842901HCID 57842901, compoundYield 88%

Procedure

Using a procedure analogous to that used to prepare 2D, 46B (1.4 g, 4.1 mmol) was reacted with 3-aminobenzamide and glyoxylic acid monohydrate to afford 46C (1.25 g, 88%) as a yellow solid. MS (ESI) m/z 343.3 (M+H)+.

Sources & evidence

ORD record
ord-c18860a9465d4d698a78b052b5065817
Source dataset
uspto-grants-2009_09
Patent number
US07592331B2

Reaction notes

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