2-Chloro-1-{1,4-dioxa-8-azaspiro[4.5]decan-8-yl}ethan-1-one → 6-{2-{{4-[2-(1,4-Dioxa-8-azaspiro[4.5]dec-8-yl)ethoxy]benzyl}methylamino}-4-methoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-ol

HRID 2423991Notes

Reaction equation

HRID 2423991 reaction equation
[OH:1][C:2]1[CH:36]=[CH:35][C:5]([C:6]([CH2:8][NH:9][C:10]2[CH:15]=[C:14]([O:16][CH3:17])[CH:13]=[CH:12][C:11]=2[CH:18]2[CH2:27][CH2:26][C:25]3[CH:24]=[C:23]([O:28]C(=O)C(C)(C)C)[CH:22]=[CH:21][C:20]=3[CH2:19]2)=O)=[CH:4][CH:3]=1.Cl[CH2:38][C:39]([N:41]1[CH2:50][CH2:49][C:44]2([O:48][CH2:47][CH2:46][O:45]2)[CH2:43][CH2:42]1)=O>>[O:48]1[C:44]2([CH2:49][CH2:50][N:41]([CH2:39][CH2:38][O:1][C:2]3[CH:36]=[CH:35][C:5]([CH2:6][CH2:8][NH:9][C:10]4[CH:15]=[C:14]([O:16][CH3:17])[CH:13]=[CH:12][C:11]=4[CH:18]4[CH2:27][CH2:26][C:25]5[CH:24]=[C:23]([OH:28])[CH:22]=[CH:21][C:20]=5[CH2:19]4)=[CH:4][CH:3]=3)[CH2:42][CH2:43]2)[O:45][CH2:46][CH2:47]1

Participants

3

Reactant 2

HCID 438316402-Chloro-1-{1,4-dioxa-8-azaspiro[4.5]decan-8-yl}ethan-1-oneHCID 66626427Pivalic acid 6-{2-[(4-hydroxybenzoyl)methylamino]-4-methoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-yl ester

Product 1

HCID 666256836-{2-{{4-[2-(1,4-Dioxa-8-azaspiro[4.5]dec-8-yl)ethoxy]benzyl}methylamino}-4-methoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-olYield 45.4%

Procedure

Synthesized from pivalic acid 6-{2-[(4-hydroxybenzoyl)methylamino]-4-methoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-yl ester (25 mg) and 2-chloro-1-(1,4-dioxa-8-azaspiro[4.5]dec-8-yl)ethanone (22 mg) according to an analogous synthetic method to Example 404 and purified by LC-MS, the title compound (13 mg) was obtained.

Workup

  1. custompurified by LC-MS

Sources & evidence

ORD record
ord-f529ea071a5a44cdba304eaba8256a05
Source dataset
uspto-grants-2011_06
Patent number
US07960412B2

Reaction notes

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