2-Methylpropane-1,2-diol → 3,4-difluoro-2-(2-fluoro-4-iodo-phenylamino)-5-(2-hydroxy-1,1-dimethyl-ethoxymethyl)-N-(2-hydroxy-ethoxy)-benzamide

HRID 2038632

Reaction equation

HRID 2038632 reaction equation
[F:1][C:2]1[C:3]([NH:18][C:19]2[CH:24]=[CH:23][C:22]([I:25])=[CH:21][C:20]=2[F:26])=[C:4]([CH:12]=[C:13]([CH:16]=[O:17])[C:14]=1[F:15])[C:5]([NH:7][O:8][CH2:9][CH2:10][OH:11])=[O:6].[CH3:27][C:28](O)([CH3:31])[CH2:29][OH:30]>>[F:1][C:2]1[C:3]([NH:18][C:19]2[CH:24]=[CH:23][C:22]([I:25])=[CH:21][C:20]=2[F:26])=[C:4]([CH:12]=[C:13]([CH2:16][O:17][C:28]([CH3:31])([CH3:27])[CH2:29][OH:30])[C:14]=1[F:15])[C:5]([NH:7][O:8][CH2:9][CH2:10][OH:11])=[O:6]

Participants

3

Reactant 2

HCID 684102-Methylpropane-1,2-diolHCID 231323883,4-difluoro-2-(2-fluoro-4-iodo-phenylamino)-5-formyl-N-(2-hydroxy-ethoxy)-benzamide

Product 1

HCID 116996373,4-difluoro-2-(2-fluoro-4-iodo-phenylamino)-5-(2-hydroxy-1,1-dimethyl-ethoxymethyl)-N-(2-hydroxy-ethoxy)-benzamide

Procedure

Using 3,4-difluoro-2-(2-fluoro-4-iodo-phenylamino)-5-formyl-N-(2-hydroxy-ethoxy)-benzamide obtained in Step F of Example 1 as a starting material, and 2-methyl-propane-1,2-diol obtained in Step A instead of ethylene glycol used as a reagent in Step G of Example 1, synthesis similar to that in Step G of Example 1 was performed. The resultant cyclic acetal was subjected to reduction condition similar to that in Step H of Example 1 to give the title compound.

Workup

  1. customused as a reagent in Step G of Example 1, synthesis similar to that in Step G of Example 1

Sources & evidence

ORD record
ord-c012de986a7b410880b28eeee35e4a98
Source dataset
uspto-grants-2013_11
Patent number
US08575391B2

Linked notes

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