3-Aminobenzamide → HCID 57842648, compound

HRID 735529Notes

Reaction equation

HRID 735529 reaction equation
[C:1]([O:5][C:6]([N:8]([CH2:10][C:11]1[CH:12]=[C:13]([NH:23][C:24]([O:26][CH2:27][CH2:28][C:29]2[CH:34]=[CH:33][C:32](B(O)O)=[CH:31][CH:30]=2)=[O:25])[CH:14]=[CH:15][C:16]=1[S:17]([CH:20]([CH3:22])[CH3:21])(=[O:19])=[O:18])[CH3:9])=[O:7])([CH3:4])([CH3:3])[CH3:2].[NH2:38][C:39]1[CH:40]=[C:41]([CH:45]=[CH:46][CH:47]=1)[C:42]([NH2:44])=[O:43].O.[C:49]([OH:53])(=[O:52])[CH:50]=O>>[C:1]([O:5][C:6]([N:8]([CH2:10][C:11]1[CH:12]=[C:13]([NH:23][C:24]([O:26][CH2:27][CH2:28][C:29]2[CH:34]=[CH:33][C:32]([CH:50]([NH:38][C:39]3[CH:47]=[CH:46][CH:45]=[C:41]([C:42](=[O:43])[NH2:44])[CH:40]=3)[C:49]([OH:53])=[O:52])=[CH:31][CH:30]=2)=[O:25])[CH:14]=[CH:15][C:16]=1[S:17]([CH:20]([CH3:22])[CH3:21])(=[O:19])=[O:18])[CH3:9])=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 3

HCID 16453-AminobenzamideHCID 15620607Glyoxylic acid, monohydrateHCID 57842744HCID 57842744, compound

Product 1

HCID 57842648HCID 57842648, compound

Procedure

Using a procedure analogous to that used to prepare 2D, 16I (0.134 g, 0.25 mmol) was reacted with m-aminobenzamide (0.035 g, 0.26 mmol) and glyoxylic acid monohydrate (0.023 g, 0.25 mmol) to give, after purification by reverse phase HPLC, 16J (134 mg, 78%) as a pale yellow foam. MS (ESI) m/z 683.1 (M+H)+.

Workup

  1. customto give
  2. customafter purification by reverse phase HPLC, 16J (134 mg, 78%) as a pale yellow foam

Sources & evidence

ORD record
ord-a1219880ac314e0a83f6888b859ef0b4
Source dataset
uspto-grants-2009_09
Patent number
US07592331B2

Reaction notes

Loading…