Sodium Hydroxide → HCID 9937864, compound

HRID 1352089Notes

Reaction equation

HRID 1352089 reaction equation
[OH-].[Na+].[Cl:3][C:4]1[CH:29]=[C:28]([C:30]([NH:32][CH2:33][C:34]2[CH:39]=[CH:38][CH:37]=[C:36]([OH:40])[CH:35]=2)=[O:31])[CH:27]=[C:26]([Cl:41])[C:5]=1[C:6]([NH:8][C@H:9]([C:22]([O:24]C)=[O:23])[CH2:10][NH:11][C:12](=[O:21])[C:13]1[CH:18]=[C:17]([F:19])[CH:16]=[C:15]([F:20])[CH:14]=1)=[O:7]>CO>[Cl:3][C:4]1[CH:29]=[C:28]([C:30]([NH:32][CH2:33][C:34]2[CH:39]=[CH:38][CH:37]=[C:36]([OH:40])[CH:35]=2)=[O:31])[CH:27]=[C:26]([Cl:41])[C:5]=1[C:6]([NH:8][C@H:9]([C:22]([OH:24])=[O:23])[CH2:10][NH:11][C:12](=[O:21])[C:13]1[CH:14]=[C:15]([F:20])[CH:16]=[C:17]([F:19])[CH:18]=1)=[O:7]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 131724621HCID 131724621, compound

Product 1

HCID 9937864HCID 9937864, compoundYield 39.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

An aqueous solution of sodium hydroxide (1 M; 0.386 Ml, 0.386 mmol) was added to a solution of N-[2,6-dichloro-4-[[[(3-hydroxyphenyl)methyl)amino)-carbonyl)benzoyl)-3-[(3,5-difluorobenzoyl)amino]-L-alanine, methyl ester (112 mg, 0.193 mmol) in methanol (2 Ml). The solution was allowed to stir overnight and then concentrated. The residue was purified by HPLC and lyophilized to give N-[2,6-dichloro-4-[[[(3-hydroxyphenyl)methyl]amino]carbonyl]benzoyl]-3-[(3,5-difluorobenzoyl)amino]-L-alanine (43 mg, 39%) as a white solid.

Workup

  1. concentrationconcentrated
  2. customThe residue was purified by HPLC

Sources & evidence

ORD record
ord-42875dd500504b3b9f7be00810a4ae1b
Source dataset
uspto-grants-2007_05
Patent number
US07217728B2

Reaction notes

Loading…