tert-Butyl (3-aminopropyl)carbamate → (3-{[2,6-Bis-(4-cyano-phenoxy)-pyridine-3-carbonyl]-amino}-propyl)-carbamic Acid Tert-butyl Ester

HRID 1024683Notes

Reaction equation

HRID 1024683 reaction equation
[C:1]([C:3]1[CH:27]=[CH:26][C:6]([O:7][C:8]2[N:16]=[C:15]([O:17][C:18]3[CH:23]=[CH:22][C:21]([C:24]#[N:25])=[CH:20][CH:19]=3)[CH:14]=[CH:13][C:9]=2[C:10](O)=[O:11])=[CH:5][CH:4]=1)#[N:2].[C:28]([O:32][C:33](=[O:39])[NH:34][CH2:35][CH2:36][CH2:37][NH2:38])([CH3:31])([CH3:30])[CH3:29]>>[C:28]([O:32][C:33](=[O:39])[NH:34][CH2:35][CH2:36][CH2:37][NH:38][C:10]([C:9]1[C:8]([O:7][C:6]2[CH:5]=[CH:4][C:3]([C:1]#[N:2])=[CH:27][CH:26]=2)=[N:16][C:15]([O:17][C:18]2[CH:23]=[CH:22][C:21]([C:24]#[N:25])=[CH:20][CH:19]=2)=[CH:14][CH:13]=1)=[O:11])([CH3:31])([CH3:29])[CH3:30]

Participants

3

Reactant 2

HCID 2735700tert-Butyl (3-aminopropyl)carbamateHCID 676059982,6-Bis(4-cyanophenoxy)-nicotinic acid

Product 1

HCID 66818379(3-{[2,6-Bis-(4-cyano-phenoxy)-pyridine-3-carbonyl]-amino}-propyl)-carbamic Acid Tert-butyl EsterYield 62.1%

Procedure

Following the procedure of Example 5(c) 2,6-bis(4-Cyano phenoxy)-nicotinic acid 0.335 g (0.94 mmol) and (3-amino-propyl)-carbamic acid tert-butyl ester (0.163 g, 0.94 mmol) were used to afford 0.3 g of the required product. Percentage purity (LCMS): 78.7%, (M+1)=513.5+1.

Sources & evidence

ORD record
ord-5f184a50334143ff8871852c9dc031c8
Source dataset
uspto-grants-2014_05
Patent number
US08722930B2

Reaction notes

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