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

HRID 1434833Notes

Reaction equation

HRID 1434833 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]([CH3:24])(=[O:23])=[O:22])[CH:18]=[CH:17][C:13]=1[C:14]([OH:16])=O)=[O:7])([CH3:4])([CH3:3])[CH3:2].[NH2:25][C:26]1[C:27]([C:32]([NH:34][C:35]2[CH:40]=[CH:39][C:38]([Cl:41])=[CH:37][N:36]=2)=[O:33])=[N:28][CH:29]=[CH:30][CH:31]=1>>[C:1]([O:5][C:6]([NH:8][CH2:9][CH2:10][O:11][C:12]1[CH:20]=[C:19]([S:21]([CH3:24])(=[O:23])=[O:22])[CH:18]=[CH:17][C:13]=1[C:14]([NH:25][C:26]1[C:27]([C:32]([NH:34][C:35]2[CH:40]=[CH:39][C:38]([Cl:41])=[CH:37][N:36]=2)=[O:33])=[N:28][CH:29]=[CH:30][CH:31]=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 579366282-(2-t-Butoxycarbonylaminoethoxy)-4-methylsulfonylbenzoic acid

Product 1

HCID 579365903-[2-(2-t-Butoxycarbonylaminoethoxy)-4-methylsulfonyl-benzoylamino]-N-(5-chloropyridin-2-yl)pyridine-2-carboxamideYield 84%

Procedure

Using a procedure analogous to Example 1-G, 2-(2-t-butoxycarbonylaminoethoxy)-4-methylsulfonylbenzoic acid and 3-amino-N-(5-chloropyridin-2-yl)pyridine-2-carboxamide gave the desired product as a solid (4.0 g, 84%).

Sources & evidence

ORD record
ord-a2576482fd224d7e99e09d6322e833a3
Source dataset
uspto-grants-2009_11
Patent number
US07615568B2

Reaction notes

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