N-(3-amino-5-tert-butyl-2-methoxy-phenyl)-methanesulfonamide → N-(5-tert-Butyl-3-methanesulfonylamino-2-methoxy-phenyl)-4-methyl-3-[4-(6-morpholin-4-ylmethyl-pyridin-3-yl)-[1,2,3]triazol-1-yl]-benzamide

HRID 2109173Notes

Reaction equation

HRID 2109173 reaction equation
[CH3:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=O)=[CH:4][C:3]=1[N:11]1[CH:15]=[C:14]([C:16]2[CH:17]=[N:18][C:19]([CH2:22][N:23]3[CH2:28][CH2:27][O:26][CH2:25][CH2:24]3)=[CH:20][CH:21]=2)[N:13]=[N:12]1.[NH2:29][C:30]1[C:31]([O:45][CH3:46])=[C:32]([NH:40][S:41]([CH3:44])(=[O:43])=[O:42])[CH:33]=[C:34]([C:36]([CH3:39])([CH3:38])[CH3:37])[CH:35]=1>>[C:36]([C:34]1[CH:33]=[C:32]([NH:40][S:41]([CH3:44])(=[O:43])=[O:42])[C:31]([O:45][CH3:46])=[C:30]([NH:29][C:6](=[O:8])[C:5]2[CH:9]=[CH:10][C:2]([CH3:1])=[C:3]([N:11]3[CH:15]=[C:14]([C:16]4[CH:17]=[N:18][C:19]([CH2:22][N:23]5[CH2:24][CH2:25][O:26][CH2:27][CH2:28]5)=[CH:20][CH:21]=4)[N:13]=[N:12]3)[CH:4]=2)[CH:35]=1)([CH3:39])([CH3:37])[CH3:38]

Participants

3

Reactant 2

HCID 10214710N-(3-amino-5-tert-butyl-2-methoxy-phenyl)-methanesulfonamideHCID 210973294-Methyl-3-[4-(6-morpholin-4-ylmethyl-pyridin-3-yl)-1,2,3-triazol-1-yl]-benzoic acid

Product 1

HCID 21097369N-(5-tert-Butyl-3-methanesulfonylamino-2-methoxy-phenyl)-4-methyl-3-[4-(6-morpholin-4-ylmethyl-pyridin-3-yl)-[1,2,3]triazol-1-yl]-benzamide

Procedure

Example 13 was prepared by coupling 4-methyl-3-[4-(6-morpholin-4-ylmethyl-pyridin-3-yl)-[1,2,3]triazol-1-yl]-benzoic acid (2:1 with 4-methyl-3-[5-(6-morpholin-4-ylmethyl-pyridin-3-yl)-1,2,3-triazol-1-yl]-benzoic acid) with N-(3-amino-5-tert-butyl-2-methoxy-phenyl)-methane-sulfonamide in the same manner as Example 1. Chromatography separated the triazole isomers. ESI MS m/z 635 [C32H39N7O5S+H]+.

Workup

  1. customExample 13 was prepared
  2. customChromatography separated the triazole

Sources & evidence

ORD record
ord-9dbe95482feb42148662508a42aad2d9
Source dataset
uspto-grants-2009_04
Patent number
US07514458B2

Reaction notes

Loading…