3-Aminobenzamide → 2-(3-Carbamoylphenylamino)-2-(4-(2-(3-cyanophenylcarbamoyloxy)ethyl)-3-ethoxyphenyl)acetic acid

HRID 735668Notes

Reaction equation

HRID 735668 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([NH:9][C:10]([O:12][CH2:13][CH2:14][C:15]2[CH:20]=[CH:19][C:18](B(O)O)=[CH:17][C:16]=2[O:24][CH2:25][CH3:26])=[O:11])[CH:6]=[CH:7][CH:8]=1)#[N:2].[NH2:27][C:28]1[CH:29]=[C:30]([CH:34]=[CH:35][CH:36]=1)[C:31]([NH2:33])=[O:32].O.[C:38]([OH:42])(=[O:41])[CH:39]=O>>[C:31]([C:30]1[CH:29]=[C:28]([NH:27][CH:39]([C:18]2[CH:19]=[CH:20][C:15]([CH2:14][CH2:13][O:12][C:10](=[O:11])[NH:9][C:5]3[CH:6]=[CH:7][CH:8]=[C:3]([C:1]#[N:2])[CH:4]=3)=[C:16]([O:24][CH2:25][CH3:26])[CH:17]=2)[C:38]([OH:42])=[O:41])[CH:36]=[CH:35][CH:34]=1)(=[O:32])[NH2:33]

Participants

4

Reactant 3

HCID 16453-AminobenzamideHCID 15620607Glyoxylic acid, monohydrateHCID 68815689HCID 68815689, compound

Product 1

HCID 578425882-(3-Carbamoylphenylamino)-2-(4-(2-(3-cyanophenylcarbamoyloxy)ethyl)-3-ethoxyphenyl)acetic acid

Procedure

Using a procedure analogous to that used to prepare 2D, 62G (150 mg, 0.423 mmol) was reacted with 3-aminobenzamide and glyoxylic acid monohydrate to afford 62H (170 mg, 80%) as an oil. MS (ESI) m/z 503.2 (M+H)+.

Workup

  1. customto afford 62H (170 mg, 80%) as an oil

Sources & evidence

ORD record
ord-8eca735a3ae5474aa478f94bf3a4b8c8
Source dataset
uspto-grants-2009_09
Patent number
US07592331B2

Reaction notes

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