Benzeneacetic acid, 3,5-difluoro-α-hydroxy-, (αS)- → HCID 131723823, compound

HRID 1369702Notes

Reaction equation

HRID 1369702 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:10]=[C:11]([F:13])[CH:12]=1)[C@H:5]([OH:9])[C:6]([OH:8])=O.Cl.[NH2:15][C@H:16]([C:18]([NH:20][N:21]1[C:27](=[O:28])[CH:26]([CH3:29])[C:25]2[CH:30]=[C:31]([F:34])[CH:32]=[CH:33][C:24]=2[C:23]2[CH:35]=[CH:36][CH:37]=[CH:38][C:22]1=2)=[O:19])[CH3:17]>CO.C(Cl)(Cl)Cl>[F:13][C:11]1[CH:10]=[C:4]([CH:3]=[C:2]([F:1])[CH:12]=1)[C@H:5]([OH:9])[C:6]([NH:15][C@H:16]([C:18]([NH:20][N:21]1[C:27](=[O:28])[CH:26]([CH3:29])[C:25]2[CH:30]=[C:31]([F:34])[CH:32]=[CH:33][C:24]=2[C:23]2[CH:35]=[CH:36][CH:37]=[CH:38][C:22]1=2)=[O:19])[CH3:17])=[O:8]

Participants

4

Reactant 2

HCID 6951479Benzeneacetic acid, 3,5-difluoro-α-hydroxy-, (αS)-HCID 23552794HCID 23552794, compound

Product 1

HCID 131723823HCID 131723823, compound

Reagents, catalysts & solvents 1

HCID 21584188Chloroform methanolSolvent

Procedure

Following General Procedure D and using (S)-3,5-difluoromandelic acid (Example L) and 5-(L-alaninyl)-amino-9-fluoro-7-methyl-5,7-dihydro-6H-dibenz[b,d]azepin-6-one hydrochloride (Example 7-O), the title compound was prepared. The reaction was monitored by tlc (Rf=0.4, 10% MeOH/CHCl3) and product was purified by chromatography (silica, 2.5% MeOH/CHCl3).

Workup

  1. customwas purified by chromatography (silica, 2.5% MeOH/CHCl3)

Sources & evidence

ORD record
ord-48201b9646d34784a85653d152635746
Source dataset
uspto-grants-2003_06
Patent number
US06579867B2

Reaction notes

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