7-Azabicyclo[2.2.1]heptane hydrochloride → (R)-6-{2-{{4-[2-(7-Azabicyclo[2.2.1]hept-7-yl)ethyl]benzyl}ethylamino}phenyl}-5,6,7,8-tetrahydronaphthalen-2-ol

HRID 1950601Notes

Reaction equation

HRID 1950601 reaction equation
[C:1]([CH2:4][C:5]1[CH:37]=[CH:36][C:8]([CH2:9][CH2:10][CH2:11][NH:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[C@@H:19]2[CH2:28][CH2:27][C:26]3[CH:25]=[C:24]([O:29]C(=O)C(C)(C)C)[CH:23]=[CH:22][C:21]=3[CH2:20]2)=[CH:7][CH:6]=1)(O)=O.Cl.[CH:39]12[NH:45][CH:42]([CH2:43][CH2:44]1)[CH2:41][CH2:40]2>>[CH:42]12[N:45]([CH2:1][CH2:4][C:5]3[CH:6]=[CH:7][C:8]([CH2:9][CH2:10][CH2:11][NH:12][C:13]4[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=4[C@@H:19]4[CH2:28][CH2:27][C:26]5[CH:25]=[C:24]([OH:29])[CH:23]=[CH:22][C:21]=5[CH2:20]4)=[CH:36][CH:37]=3)[CH:39]([CH2:44][CH2:43]1)[CH2:40][CH2:41]2

Participants

3

Reactant 2

HCID 162795037-Azabicyclo[2.2.1]heptane hydrochlorideHCID 86605264Pivalic acid (R)-6-{2-[(4-carboxymethylbenzyl)ethylamino]phenyl}-5,6,7,8-tetrahydronaphthalen-2-yl ester

Product 1

HCID 66626152(R)-6-{2-{{4-[2-(7-Azabicyclo[2.2.1]hept-7-yl)ethyl]benzyl}ethylamino}phenyl}-5,6,7,8-tetrahydronaphthalen-2-olYield 23%

Procedure

Synthesized from pivalic acid (R)-6-{2-[(4-carboxymethylbenzyl)ethylamino]phenyl}-5,6,7,8-tetrahydronaphthalen-2-yl ester (28 mg) and 7-azabicyclo[2.2.1]heptane hydrochloride (38 mg) according to an analogous synthetic method to Example 715 and purified by LC-MS, the title compound (6.2 mg) was obtained.

Workup

  1. custompurified by LC-MS

Sources & evidence

ORD record
ord-5752b2ff8735458ab9b1636ec22b18f7
Source dataset
uspto-grants-2013_03
Patent number
US08399520B2

Reaction notes

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