5-Amino-2-chlorobenzoic acid → 5-Amino-2-chloro-N-(2-[tricyclo[3.3.1.13,7]dec-1-yl]ethyl)-benzamide

HRID 1532332

Reaction equation

HRID 1532332 reaction equation
Cl.[C:2]12([CH2:12][CH2:13][NH2:14])[CH2:11][CH:6]3[CH2:7][CH:8]([CH2:10][CH:4]([CH2:5]3)[CH2:3]1)[CH2:9]2.[NH2:15][C:16]1[CH:17]=[CH:18][C:19]([Cl:25])=[C:20]([CH:24]=1)[C:21](O)=[O:22]>>[NH2:15][C:16]1[CH:17]=[CH:18][C:19]([Cl:25])=[C:20]([CH:24]=1)[C:21]([NH:14][CH2:13][CH2:12][C:2]12[CH2:9][CH:8]3[CH2:7][CH:6]([CH2:5][CH:4]([CH2:10]3)[CH2:3]1)[CH2:11]2)=[O:22]

Participants

3

Reactant 2

HCID 378795-Amino-2-chlorobenzoic acidHCID 27711382-(Adamantan-1-yl)ethan-1-amine hydrochloride

Product 1

HCID 206700585-Amino-2-chloro-N-(2-[tricyclo[3.3.1.13,7]dec-1-yl]ethyl)-benzamideYield 58%

Procedure

Prepared according to the method of Example 14 from 1-adamantaneethylamine hydrochloride (0.105 g) and 5-amino-2-chlorobenzoic acid (0.132 g) and purified by supercritical fluid chromatography eluting with CO2 in ethanol to give the title compound as a white foam (0.094 g).

Workup

  1. customPrepared
  2. custompurified by supercritical fluid chromatography
  3. washeluting with CO2 in ethanol

Sources & evidence

ORD record
ord-3b5f5d4ad64844269f4d93455f9b2755
Source dataset
uspto-grants-2001_03
Patent number
US06201024B1

Linked notes

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