2-Methyl-5-nitrobenzoic acid → 5-{[(2R)-2-({[6-(5-chloro-2-methoxybenzyl)-3,7-dioxo-1,4-diazepan-1-yl]carbonyl}amino)butanoyl]amino-}-2-methylbenzoic acid

HRID 1892860Notes

Reaction equation

HRID 1892860 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:35][CH3:36])=[C:6]([CH:34]=1)[CH2:7][CH:8]1[C:14](=[O:15])[N:13]([C:16]([NH:18][C@H:19]([CH2:31][CH3:32])[C:20]([NH:22][C:23]2[CH:24]=[C:25]([C:28]([OH:30])=[O:29])N[CH:27]=2)=[O:21])=[O:17])[CH2:12][C:11](=[O:33])[NH:10][CH2:9]1.[N+]([C:40]1[CH:41]=C(C(O)=O)N[CH:44]=1)([O-])=O.CC1C=CC([N+]([O-])=O)=CC=1C(O)=O>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:35][CH3:36])=[C:6]([CH:34]=1)[CH2:7][CH:8]1[C:14](=[O:15])[N:13]([C:16]([NH:18][C@H:19]([CH2:31][CH3:32])[C:20]([NH:22][C:23]2[CH:27]=[CH:44][C:40]([CH3:41])=[C:25]([CH:24]=2)[C:28]([OH:30])=[O:29])=[O:21])=[O:17])[CH2:12][C:11](=[O:33])[NH:10][CH2:9]1

Participants

4

Reactant 3

HCID 5196832-Methyl-5-nitrobenzoic acidHCID 70165604-nitro-1H-pyrrole-2-carboxylic AcidHCID 576711444-{[(2r)-2-({[6-(5-Chloro-2-methoxybenzyl)-3,7-dioxo-1,4-diazepan-1-yl]carbonyl}amino)butanoyl]amino}-1h-pyrrole-2-carboxylic acid

Product 1

HCID 576710595-{[(2R)-2-({[6-(5-chloro-2-methoxybenzyl)-3,7-dioxo-1,4-diazepan-1-yl]carbonyl}amino)butanoyl]amino-}-2-methylbenzoic acid

Procedure

Instead of the starting material compound of Example 262, that is, the 4-nitropyrrole-2-carboxylic acid, 2-methyl-5-nitrobenzoic acid was used for the similar procedure as in Example 262 to obtain the title compound.

Sources & evidence

ORD record
ord-660400dd4bcf42b9a7137eaae868612e
Source dataset
uspto-grants-2013_08
Patent number
US08507714B2

Reaction notes

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