Benzeneacetic acid, 3,5-difluoro-α-hydroxy-, (αS)- → HCID 131723826, compound

HRID 860249Notes

Reaction equation

HRID 860249 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:20]([NH:22][N:23]1[C:29](=[O:30])[CH:28]([CH2:31][CH:32]2[CH2:34][CH2:33]2)[C:27]2[CH:35]=[CH:36][CH:37]=[CH:38][C:26]=2[C:25]2[CH:39]=[CH:40][CH:41]=[CH:42][C:24]1=2)=[O:21])[CH:17]([CH3:19])[CH3:18]>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:20]([NH:22][N:23]1[C:29](=[O:30])[CH:28]([CH2:31][CH:32]2[CH2:33][CH2:34]2)[C:27]2[CH:35]=[CH:36][CH:37]=[CH:38][C:26]=2[C:25]2[CH:39]=[CH:40][CH:41]=[CH:42][C:24]1=2)=[O:21])[CH:17]([CH3:19])[CH3:18])=[O:8]

Participants

4

Reactant 2

HCID 6951479Benzeneacetic acid, 3,5-difluoro-α-hydroxy-, (αS)-HCID 23552796HCID 23552796, compound

Product 1

HCID 131723826HCID 131723826, 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-valinyl)-amino-7-cyclopropylmethyl-5,7-dihydro-6H-dibenz[b,d]azepin-6-one hydrochloride (Example 7-T), the title compound was prepared. The reaction was monitored by tlc (Rf=0.3, 2.5% 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-49bd774b9a19424bba4350a31a170db7
Source dataset
uspto-grants-2006_12
Patent number
US07153847B2

Reaction notes

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