6-(2-(Ethylamino)-4-methoxyphenyl)-5,6,7,8-tetrahydronaphthalen-2-yl pivalate → 6-{2-{[5-(2-Azepan-1-ylethoxy)pyridin-2-ylmethyl]ethylamino}-4-methoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-ol

HRID 1950188Notes

Reaction equation

HRID 1950188 reaction equation
[CH2:1]([NH:3][C:4]1[CH:9]=[C:8]([O:10][CH3:11])[CH:7]=[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].[N:29]1([CH2:36][CH2:37][O:38][C:39]2[CH:40]=[CH:41][C:42]([C:45]([O-])=O)=[N:43][CH:44]=2)[CH2:35][CH2:34][CH2:33][CH2:32][CH2:31][CH2:30]1.[Na+]>>[N:29]1([CH2:36][CH2:37][O:38][C:39]2[CH:40]=[CH:41][C:42]([CH2:45][N:3]([CH2:1][CH3:2])[C:4]3[CH:9]=[C:8]([O:10][CH3:11])[CH:7]=[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)=[N:43][CH:44]=2)[CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35]1

Participants

3

Reactant 2

HCID 579340956-(2-(Ethylamino)-4-methoxyphenyl)-5,6,7,8-tetrahydronaphthalen-2-yl pivalateHCID 66626726Sodium 5-(2-azepan-1-ylethoxy)pyridine-2-carboxylate

Product 1

HCID 579343786-{2-{[5-(2-Azepan-1-ylethoxy)pyridin-2-ylmethyl]ethylamino}-4-methoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-olYield 50.4%

Procedure

Synthesized from pivalic acid 6-(2-ethylamino-4-methoxyphenyl)-5,6,7,8-tetrahydronaphthalen-2-yl ester (40 mg) and sodium 5-(2-azepan-1-ylethoxy)pyridine-2-carboxylate (120 mg) according to an analogous synthetic method to Example 152, the title compound (28 mg) was obtained.

Sources & evidence

ORD record
ord-cacfe9703f7d4129acdb87ccb11e877e
Source dataset
uspto-grants-2013_03
Patent number
US08399520B2

Reaction notes

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