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

HRID 1434003Notes

Reaction equation

HRID 1434003 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][C:38]2[S:42][C:41]([C:43]([O-])=O)=[CH:40][CH:39]=2)[CH2:35][CH2:34][CH2:33][CH2:32][CH2:31][CH2:30]1.[Li+]>>[N:29]1([CH2:36][CH2:37][C:38]2[S:42][C:41]([CH2:43][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)=[CH:40][CH:39]=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 66627078Lithium 5-(2-azepan-1-ylethyl)thiophene-2-carboxylate

Product 1

HCID 579344366-{2-{[5-(2-Azepan-1-ylethyl)thiophen-2-ylmethyl]ethylamino}-4-methoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-olYield 86.4%

Procedure

Synthesized from pivalic acid 6-(2-ethylamino-4-methoxyphenyl)-5,6,7,8-tetrahydronaphthalen-2-yl ester (40 mg) and lithium 5-(2-azepan-1-ylethyl)thiophene-2-carboxylate (110 mg) according to an analogous synthetic method to Example 152, the title compound (47 mg) was obtained.

Sources & evidence

ORD record
ord-6637f1911eee4c9fb28ebb2120b4465a
Source dataset
uspto-grants-2009_11
Patent number
US07612114B2

Reaction notes

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