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

HRID 1434836Notes

Reaction equation

HRID 1434836 reaction equation
[C:1]([O:5][C:6]([NH:8][CH2:9][CH2:10][O:11][C:12]1[CH:20]=[C:19]([S:21][CH3:22])[CH:18]=[CH:17][C:13]=1[C:14]([OH:16])=O)=[O:7])([CH3:4])([CH3:3])[CH3:2].[NH2:23][C:24]1[C:25]([C:30]([NH:32][C:33]2[CH:38]=[CH:37][C:36]([Cl:39])=[CH:35][N:34]=2)=[O:31])=[N:26][CH:27]=[CH:28][CH:29]=1>>[C:1]([O:5][C:6]([NH:8][CH2:9][CH2:10][O:11][C:12]1[CH:20]=[C:19]([S:21][CH3:22])[CH:18]=[CH:17][C:13]=1[C:14]([NH:23][C:24]1[C:25]([C:30]([NH:32][C:33]2[CH:38]=[CH:37][C:36]([Cl:39])=[CH:35][N:34]=2)=[O:31])=[N:26][CH:27]=[CH:28][CH:29]=1)=[O:16])=[O:7])([CH3:2])([CH3:3])[CH3:4]

Participants

3

Reactant 2

HCID 115578513-amino-N-(5-chloropyridin-2-yl)pyridine-2-carboxamideHCID 579365722-(2-Tert-butoxycarbonylaminoethoxy)-4-(methylthio)benzoic acid

Product 1

HCID 579365503-[2-(2-tert-Butoxycarbonylaminoethoxy)-4-(methylthio)-benzoylamino]-N-(5-chloropyridin-2-yl)pyridine-2-carboxamideYield 79%

Procedure

Using a procedure analogous to Example 1-G, 2-(2-tert-butoxycarbonylaminoethoxy)-4-(methylthio)benzoic acid and 3-amino-N-(5-chloropyridin-2-yl)pyridine-2-carboxamide gave the desired product as a solid (4.0 g, 79%).

Sources & evidence

ORD record
ord-110eac1762c445a08c0bb02af3984ff8
Source dataset
uspto-grants-2009_11
Patent number
US07615568B2

Reaction notes

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