4-Nitrophenyl chloroformate → HCID 11842627, compound

HRID 499719Notes

Reaction equation

HRID 499719 reaction equation
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[CH:7]=[C:8]([NH2:18])[N:9]([C:11]2[CH:16]=[CH:15][C:14]([CH3:17])=[CH:13][CH:12]=2)[N:10]=1.Cl[C:20](OC1C=CC([N+]([O-])=O)=CC=1)=[O:21].[CH3:32][NH:33][C:34]([C:36]1[CH:41]=[C:40]([O:42][C:43]2[CH:48]=[CH:47][C:46]([NH2:49])=[CH:45][CH:44]=2)[CH:39]=[CH:38][N:37]=1)=[O:35]>ClCCl.CO>[CH3:32][NH:33][C:34]([C:36]1[CH:41]=[C:40]([O:42][C:43]2[CH:48]=[CH:47][C:46]([NH:49][C:20]([NH:18][C:8]3[N:9]([C:11]4[CH:16]=[CH:15][C:14]([CH3:17])=[CH:13][CH:12]=4)[N:10]=[C:6]([C:2]4[O:1][CH:5]=[CH:4][CH:3]=4)[CH:7]=3)=[O:21])=[CH:45][CH:44]=2)[CH:39]=[CH:38][N:37]=1)=[O:35]

Participants

5

Reactant 3

HCID 821294-Nitrophenyl chloroformateHCID 166551294-(4-Aminophenoxy)-N-methylpicolinamideHCID 16769139HCID 16769139, compound

Product 1

HCID 11842627HCID 11842627, compound

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

2.2 Analogously to Example 1.3, reaction of “2a” with 4-nitrophenyl chloroformate and N-methyl-4-(4-aminophenoxy)pyridine-2-carboxamide gives the compound “2”; TLC in dichloromethane/methanol 9/1 Rf=0.63; HPLC-APCI-MS [M+H+] 509

Workup

  1. customgives the compound “2”

Sources & evidence

ORD record
ord-7cc88d1d9e7d4164aea8436f68d87df5
Source dataset
uspto-grants-2010_08
Patent number
US07767696B2

Reaction notes

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