2-amino-N-(5-chloropyridin-2-yl)benzamide → 2-[4-(B enzyloxy)-2-(1-tert-butoxycarbonylpiperidin-4-yloxy)benzoylamino]-N-(5-chloropyridin-2-yl)benzamide

HRID 644209

Reaction equation

HRID 644209 reaction equation
[CH2:1]([O:8][C:9]1[CH:17]=[CH:16][C:12]([C:13](O)=[O:14])=[C:11]([O:18][CH:19]2[CH2:24][CH2:23][N:22]([C:25]([O:27][C:28]([CH3:31])([CH3:30])[CH3:29])=[O:26])[CH2:21][CH2:20]2)[CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl:32][C:33]1[CH:34]=[CH:35][C:36]([NH:39][C:40](=[O:48])[C:41]2[CH:46]=[CH:45][CH:44]=[CH:43][C:42]=2[NH2:47])=[N:37][CH:38]=1>>[CH2:1]([O:8][C:9]1[CH:17]=[CH:16][C:12]([C:13]([NH:47][C:42]2[CH:43]=[CH:44][CH:45]=[CH:46][C:41]=2[C:40]([NH:39][C:36]2[CH:35]=[CH:34][C:33]([Cl:32])=[CH:38][N:37]=2)=[O:48])=[O:14])=[C:11]([O:18][CH:19]2[CH2:20][CH2:21][N:22]([C:25]([O:27][C:28]([CH3:31])([CH3:30])[CH3:29])=[O:26])[CH2:23][CH2:24]2)[CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 219063812-amino-N-(5-chloropyridin-2-yl)benzamideHCID 685357194-Benzyloxy-2-(1-tert-butoxycarbonylpiperidin-4-yloxy)benzoic acid

Product 1

HCID 685326662-[4-(B enzyloxy)-2-(1-tert-butoxycarbonylpiperidin-4-yloxy)benzoylamino]-N-(5-chloropyridin-2-yl)benzamide

Procedure

Using methods substantially equivalent to those described in Example 1-F, 4-benzyloxy-2-(1-tert-butoxycarbonylpiperidin-4-yloxy)benzoic acid (529 mg, 1.27 mmol) and N-(5-chloropyridin-2-yl)-2-aminobenzamide (297 mg, 1.20 mmol) afforded, after purification by chromatography (SiO2: EtOAc in hexanes), 493 mg (63%) of the title compound.

Workup

  1. customafforded
  2. customafter purification by chromatography (SiO2: EtOAc in hexanes), 493 mg (63%) of the title compound

Sources & evidence

ORD record
ord-b362c472deaa453eac5060bc7a1ee1e1
Source dataset
uspto-grants-2010_04
Patent number
US07700628B2

Linked notes

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