3,5-Difluorophenyl-alpha-hydroxy-alpha-methylacetic acid → 3-[N'-(3,5-difluorophenyl-alpha-hydroxy-alpha-methylacetyl)-L-alaninyl]-amino-2,3-dihydro-1-methyl-5-(2-fluorophenyl)-1H-1,4-Benzodiazepin-2-one

HRID 413856Notes

Reaction equation

HRID 413856 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:9]([OH:14])([CH3:13])[C:10]([OH:12])=O)[CH:5]=[C:6]([F:8])[CH:7]=1.[NH2:15][C@H:16]([C:18]([C:20]1([NH2:40])[N:26]=[C:25]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=2[F:33])[C:24]2[CH:34]=[CH:35][CH:36]=[CH:37][C:23]=2[N:22]([CH3:38])[C:21]1=[O:39])=[O:19])[CH3:17]>>[F:8][C:6]1[CH:5]=[C:4]([C:9]([OH:14])([CH3:13])[C:10]([NH:15][C@H:16]([C:18]([C:20]2([NH2:40])[N:26]=[C:25]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=3[F:33])[C:24]3[CH:34]=[CH:35][CH:36]=[CH:37][C:23]=3[N:22]([CH3:38])[C:21]2=[O:39])=[O:19])[CH3:17])=[O:12])[CH:3]=[C:2]([F:1])[CH:7]=1

Participants

3

Reactant 2

HCID 223929503,5-Difluorophenyl-alpha-hydroxy-alpha-methylacetic acidHCID 690336193-(L-alaninyl)-amino-2,3-dihydro-1-methyl-5-(2-fluorophenyl)-1H-1,4-benzodiazepin-2-one

Product 1

HCID 865925903-[N'-(3,5-difluorophenyl-alpha-hydroxy-alpha-methylacetyl)-L-alaninyl]-amino-2,3-dihydro-1-methyl-5-(2-fluorophenyl)-1H-1,4-Benzodiazepin-2-one

Procedure

Following General Procedure D above using 3,5-difluorophenyl-α-hydroxy-α-methylacetic acid (described above in Example 2-18) and 3-(L-alaninyl)-amino-2,3-dihydro-1-methyl-5-(2-fluorophenyl)-1H-1,4-Benzodiazepin-2-one (Example 8-b), the title compound was prepared.

Sources & evidence

ORD record
ord-9f50f6e9f5404449ab2756192b72599b
Source dataset
uspto-grants-2003_05
Patent number
US06569851B1

Reaction notes

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