1-(Chloroacetyl)pyrrolidine → 6-{4-Methoxy-2-{propyl[4-(2-pyrrolidin-1-ylethoxy)benzyl]amino}phenyl}-5,6,7,8-tetrahydronaphthalen-2-ol

HRID 1434252Notes

Reaction equation

HRID 1434252 reaction equation
OC1C=CC(C([CH2:8][CH2:9][CH2:10][NH:11][C:12]2[CH:17]=[C:16]([O:18][CH3:19])[CH:15]=[CH:14][C:13]=2[CH:20]2[CH2:29][CH2:28][C:27]3[CH:26]=[C:25]([O:30]C(=O)C(C)(C)C)[CH:24]=[CH:23][C:22]=3[CH2:21]2)=O)=CC=1.Cl[CH2:40][C:41]([N:43]1[CH2:47][CH2:46][CH2:45][CH2:44]1)=O>>[CH3:19][O:18][C:16]1[CH:15]=[CH:14][C:13]([CH:20]2[CH2:29][CH2:28][C:27]3[CH:26]=[C:25]([OH:30])[CH:24]=[CH:23][C:22]=3[CH2:21]2)=[C:12]([N:11]([CH2:10][CH2:9][CH3:8])[CH2:20][C:13]2[CH:12]=[CH:17][C:16]([O:18][CH2:40][CH2:41][N:43]3[CH2:47][CH2:46][CH2:45][CH2:44]3)=[CH:15][CH:14]=2)[CH:17]=1

Participants

3

Reactant 2

HCID 884401-(Chloroacetyl)pyrrolidineHCID 66626482Pivalic acid 6-{2-[(4-hydroxybenzoyl)propylamino]-4-methoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-yl ester

Product 1

HCID 579343166-{4-Methoxy-2-{propyl[4-(2-pyrrolidin-1-ylethoxy)benzyl]amino}phenyl}-5,6,7,8-tetrahydronaphthalen-2-olYield 160.3%

Procedure

Synthesized from pivalic acid 6-{2-[(4-hydroxybenzoyl)propylamino]-4-methoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-yl ester (30 mg) and 2-chloro-1-pyrrolidin-1-ylethanone (17 mg) according to an analogous synthetic method to Example 404 and purified by LC-MS, the title compound (24 mg) was obtained.

Workup

  1. custompurified by LC-MS

Sources & evidence

ORD record
ord-a00a5676457744ee97445ffda1feb1f3
Source dataset
uspto-grants-2009_11
Patent number
US07612114B2

Reaction notes

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