4-oxo-4H-benzo[d][1,2,3]triazin-3-yl acetate → 5-[(acetyl-ethoxy-amino)-methyl]-3,4-difluoro-2-(2-fluoro-4-iodo-phenylamino)-N-(2-hydroxy-ethoxy)-benzamide

HRID 20771Notes

Reaction equation

HRID 20771 reaction equation
[CH2:1]([O:3][NH:4][CH2:5][C:6]1[C:7]([F:29])=[C:8]([F:28])[C:9]([NH:19][C:20]2[CH:25]=[CH:24][C:23]([I:26])=[CH:22][C:21]=2[F:27])=[C:10]([CH:18]=1)[C:11]([NH:13][O:14][CH2:15][CH2:16][OH:17])=[O:12])[CH3:2].[C:30](ON1C(=O)C2C=CC=CC=2N=N1)(=[O:32])[CH3:31]>C(O)(=O)C>[C:30]([N:4]([CH2:5][C:6]1[C:7]([F:29])=[C:8]([F:28])[C:9]([NH:19][C:20]2[CH:25]=[CH:24][C:23]([I:26])=[CH:22][C:21]=2[F:27])=[C:10]([CH:18]=1)[C:11]([NH:13][O:14][CH2:15][CH2:16][OH:17])=[O:12])[O:3][CH2:1][CH3:2])(=[O:32])[CH3:31]

Participants

4

Reactant 2

HCID 3273574-oxo-4H-benzo[d][1,2,3]triazin-3-yl acetateHCID 116780885-(ethoxyamino-methyl)-3,4-difluoro-2-(2-fluoro-4-iodo-phenylamino)-N-(2-hydroxy-ethoxy)-benzamide

Product 1

HCID 115994325-[(acetyl-ethoxy-amino)-methyl]-3,4-difluoro-2-(2-fluoro-4-iodo-phenylamino)-N-(2-hydroxy-ethoxy)-benzamideYield 71%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

The title compound was prepared by a procedure similar to that in Example 41. Namely, 5-(ethoxyamino-methyl)-3,4-difluoro-2-(2-fluoro-4-iodo-phenylamino)-N-(2-hydroxy-ethoxy)-benzamide obtained in Example 17 was reacted with 4-oxo-4H-benzo[d][1,2,3]triazin-3-yl acetate prepared from acetic acid to give 5-[(acetyl-ethoxy-amino)-methyl]-3,4-difluoro-2-(2-fluoro-4-iodo-phenylamino)-N-(2-hydroxy-ethoxy)-benzamide (19.3 mg, 71%).

Workup

  1. customThe title compound was prepared by a procedure similar to that in Example 41

Sources & evidence

ORD record
ord-877cdcd332854812a02855a1f10e88e5
Source dataset
uspto-grants-2010_06
Patent number
US07745663B2

Reaction notes

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