D(-)-Leucinol → (R)-[4-Amino-2-[[4-(4-methyl-1-piperazinyl)phenyl]amino]-5-thiazolyl][3-nitro-4-[[1-(hydroxymethyl)-3-methylbutyl]amino]phenyl]methanone

HRID 10809Notes

Reaction equation

HRID 10809 reaction equation
[NH2:1][C:2]1[N:3]=[C:4]([NH:19][C:20]2[CH:25]=[CH:24][C:23]([N:26]3[CH2:31][CH2:30][N:29]([CH3:32])[CH2:28][CH2:27]3)=[CH:22][CH:21]=2)[S:5][C:6]=1[C:7]([C:9]1[CH:14]=[CH:13][C:12](Cl)=[C:11]([N+:16]([O-:18])=[O:17])[CH:10]=1)=[O:8].[NH2:33][C@H:34]([CH2:37][CH:38]([CH3:40])[CH3:39])[CH2:35][OH:36]>>[NH2:1][C:2]1[N:3]=[C:4]([NH:19][C:20]2[CH:25]=[CH:24][C:23]([N:26]3[CH2:31][CH2:30][N:29]([CH3:32])[CH2:28][CH2:27]3)=[CH:22][CH:21]=2)[S:5][C:6]=1[C:7]([C:9]1[CH:14]=[CH:13][C:12]([NH:33][C@@H:34]([CH2:35][OH:36])[CH2:37][CH:38]([CH3:40])[CH3:39])=[C:11]([N+:16]([O-:18])=[O:17])[CH:10]=1)=[O:8]

Participants

3

Reactant 2

HCID 2724002D(-)-LeucinolHCID 10162409[4-Amino-2-[[4-(4-methyl-1-piperazinyl)phenyl]amino]-5-thiazolyl](4-chloro-3-nitrophenyl)methanone

Product 1

HCID 60092052(R)-[4-Amino-2-[[4-(4-methyl-1-piperazinyl)phenyl]amino]-5-thiazolyl][3-nitro-4-[[1-(hydroxymethyl)-3-methylbutyl]amino]phenyl]methanone

Procedure

This compound was prepared from the compound of Example 15 and (R)-2-amino-4-methyl-1-pentanol (Aldrich) by the procedure used in Example 57. Mass spectrum (ES) MH+=554.

Sources & evidence

ORD record
ord-bf0a53130d38412282e165d28ddfe4be
Source dataset
uspto-grants-2006_08
Patent number
US07094896B2

Reaction notes

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