4-Aminoadamantan-1-ol → 3-(5-Chloro-pyridin-2-yloxy)-N-(5-hydroxy-adamantan-2-yl)-benzamide

HRID 391226

Reaction equation

HRID 391226 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:8][C:9]2[CH:10]=[C:11]([CH:15]=[CH:16][CH:17]=2)[C:12]([OH:14])=O)=[N:6][CH:7]=1.[NH2:18][CH:19]1[CH:26]2[CH2:27][C:22]3([OH:29])[CH2:23][CH:24]([CH2:28][CH:20]1[CH2:21]3)[CH2:25]2>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:8][C:9]2[CH:10]=[C:11]([CH:15]=[CH:16][CH:17]=2)[C:12]([NH:18][CH:19]2[CH:20]3[CH2:28][CH:24]4[CH2:23][C:22]([OH:29])([CH2:27][CH:26]2[CH2:25]4)[CH2:21]3)=[O:14])=[N:6][CH:7]=1

Participants

3

Reactant 2

HCID 28574474-Aminoadamantan-1-olHCID 613955833-((5-Chloropyridin-2-yl)oxy)benzoic acid

Product 1

HCID 461963513-(5-Chloro-pyridin-2-yloxy)-N-(5-hydroxy-adamantan-2-yl)-benzamide

Procedure

Prepared from 3-(5-chloro-pyridin-2-yloxy)-benzoic acid and 4-amino-1-hydroxyadamantane. 1H NMR (400 MHz, CDCl3): δ 8.11 (s, 1 H), 7.68 (d, 1 H), 7.51-7.61 (m, 2 H), 7.47 (t, 1 H), 6.94 (d, 1 H), 6.23-6.36 (m, 1 H), 4.08-4.25 (m, 1 H), 2.24 (t, 3 H), 1.51-2.03 (m, 13 H).

Sources & evidence

ORD record
ord-0a5c15911c06484a959237c0d8d982e0
Source dataset
uspto-grants-2013_02
Patent number
US08383820B2

Linked notes

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