Pivalic acid 6-(2-ethylamino-5-methoxyphenyl)-5,6,7,8-tetrahydronaphthalen-2-yl ester → 6-{2-{[4-(2-Azepan-1-ylethyl)benzyl]ethylamino}-5-methoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-ol

HRID 1950209Notes

Reaction equation

HRID 1950209 reaction equation
[CH2:1]([NH:3][C:4]1[CH:9]=[CH:8][C:7]([O:10][CH3:11])=[CH:6][C:5]=1[CH:12]1[CH2:21][CH2:20][C:19]2[CH:18]=[C:17]([O:22]C(=O)C(C)(C)C)[CH:16]=[CH:15][C:14]=2[CH2:13]1)[CH3:2].Cl.[N:30]1([CH2:37][CH2:38][C:39]2[CH:47]=[CH:46][C:42]([C:43](O)=O)=[CH:41][CH:40]=2)[CH2:36][CH2:35][CH2:34][CH2:33][CH2:32][CH2:31]1>>[N:30]1([CH2:37][CH2:38][C:39]2[CH:47]=[CH:46][C:42]([CH2:43][CH2:2][CH2:1][NH:3][C:4]3[CH:9]=[CH:8][C:7]([O:10][CH3:11])=[CH:6][C:5]=3[CH:12]3[CH2:21][CH2:20][C:19]4[CH:18]=[C:17]([OH:22])[CH:16]=[CH:15][C:14]=4[CH2:13]3)=[CH:41][CH:40]=2)[CH2:36][CH2:35][CH2:34][CH2:33][CH2:32][CH2:31]1

Participants

3

Reactant 2

HCID 57934366Pivalic acid 6-(2-ethylamino-5-methoxyphenyl)-5,6,7,8-tetrahydronaphthalen-2-yl esterHCID 666255044-(2-Azepan-1-ylethyl)benzoic acid hydrochloride

Product 1

HCID 666278966-{2-{[4-(2-Azepan-1-ylethyl)benzyl]ethylamino}-5-methoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-olYield 59.5%

Procedure

Synthesized from pivalic acid 6-(2-ethylamino-5-methoxyphenyl)-5,6,7,8-tetrahydronaphthalen-2-yl ester (50 mg) and 4-(2-azepan-1-ylethyl)benzoic acid hydrochloride (100 mg) according to an analogous synthetic method to Example 152, the title compound (40 mg) was obtained.

Sources & evidence

ORD record
ord-8328723d323c4773be8edd7ea89cd081
Source dataset
uspto-grants-2013_03
Patent number
US08399520B2

Reaction notes

Loading…