3-amino-N-(5-chloropyridin-2-yl)pyridine-2-carboxamide → 3-[2-(3-tert-Butoxycarbonylaminopropoxy)-4-(methylthio)benzoylamino]-N-(5-chloropyridin-2-yl)pyridine-2-carboxamide

HRID 1434837Notes

Reaction equation

HRID 1434837 reaction equation
[C:1]([O:5][C:6]([NH:8][CH2:9][CH2:10][CH2:11][O:12][C:13]1[CH:21]=[C:20]([S:22][CH3:23])[CH:19]=[CH:18][C:14]=1[C:15]([OH:17])=O)=[O:7])([CH3:4])([CH3:3])[CH3:2].[NH2:24][C:25]1[C:26]([C:31]([NH:33][C:34]2[CH:39]=[CH:38][C:37]([Cl:40])=[CH:36][N:35]=2)=[O:32])=[N:27][CH:28]=[CH:29][CH:30]=1>>[C:1]([O:5][C:6]([NH:8][CH2:9][CH2:10][CH2:11][O:12][C:13]1[CH:21]=[C:20]([S:22][CH3:23])[CH:19]=[CH:18][C:14]=1[C:15]([NH:24][C:25]1[C:26]([C:31]([NH:33][C:34]2[CH:39]=[CH:38][C:37]([Cl:40])=[CH:36][N:35]=2)=[O:32])=[N:27][CH:28]=[CH:29][CH:30]=1)=[O:17])=[O:7])([CH3:2])([CH3:3])[CH3:4]

Participants

3

Reactant 2

HCID 115578513-amino-N-(5-chloropyridin-2-yl)pyridine-2-carboxamideHCID 579365402-(3-Tert-butoxycarbonylaminopropoxy)-4-(methylthio)benzoic acid

Product 1

HCID 689812033-[2-(3-tert-Butoxycarbonylaminopropoxy)-4-(methylthio)benzoylamino]-N-(5-chloropyridin-2-yl)pyridine-2-carboxamide

Procedure

Using a procedure analogous to Example 1-G, 2-(3-tert-butoxycarbonylaminopropoxy)-4-(methylthio)benzoic acid and 3-amino-N-(5-chloropyridin-2-yl)pyridine-2-carboxamide gave the desired product as a solid which was purified by HPLC (2.2 g, 28%).

Sources & evidence

ORD record
ord-f4c71312ead84cc5bb26e02c3e72e312
Source dataset
uspto-grants-2009_11
Patent number
US07615568B2

Reaction notes

Loading…