N-(2,2-dimethoxyethyl)cyclohexanamine → 3-(2-Chloro-3-((4-(2-isopropylthiazole-4-carbonyl)-1-oxa-4,9-diazaspiro[5.5]undecan-9-yl)methyl)phenethoxy)-N-cyclohexyl-N-(2,2-dimethoxyethyl)propanamide

HRID 446444Notes

Reaction equation

HRID 446444 reaction equation
[Cl:1][C:2]1[C:15]([CH2:16][N:17]2[CH2:37][CH2:36][C:20]3([O:25][CH2:24][CH2:23][N:22]([C:26]([C:28]4[N:29]=[C:30]([CH:33]([CH3:35])[CH3:34])[S:31][CH:32]=4)=[O:27])[CH2:21]3)[CH2:19][CH2:18]2)=[CH:14][CH:13]=[CH:12][C:3]=1[CH2:4][CH2:5][O:6][CH2:7][CH2:8][C:9](O)=[O:10].[CH3:38][O:39][CH:40]([O:49][CH3:50])[CH2:41][NH:42][CH:43]1[CH2:48][CH2:47][CH2:46][CH2:45][CH2:44]1>>[Cl:1][C:2]1[C:15]([CH2:16][N:17]2[CH2:18][CH2:19][C:20]3([O:25][CH2:24][CH2:23][N:22]([C:26]([C:28]4[N:29]=[C:30]([CH:33]([CH3:34])[CH3:35])[S:31][CH:32]=4)=[O:27])[CH2:21]3)[CH2:36][CH2:37]2)=[CH:14][CH:13]=[CH:12][C:3]=1[CH2:4][CH2:5][O:6][CH2:7][CH2:8][C:9]([N:42]([CH:43]1[CH2:48][CH2:47][CH2:46][CH2:45][CH2:44]1)[CH2:41][CH:40]([O:49][CH3:50])[O:39][CH3:38])=[O:10]

Participants

3

Reactant 2

HCID 3024915N-(2,2-dimethoxyethyl)cyclohexanamineHCID 581684593-(2-Chloro-3-((4-(2-isopropylthiazole-4-carbonyl)-1-oxa-4,9-diazaspiro[5.5]undecan-9-yl)methyl)phenethoxy)propanoic acid

Product 1

HCID 581685283-(2-Chloro-3-((4-(2-isopropylthiazole-4-carbonyl)-1-oxa-4,9-diazaspiro[5.5]undecan-9-yl)methyl)phenethoxy)-N-cyclohexyl-N-(2,2-dimethoxyethyl)propanamide

Procedure

Prepared by the method of Example 7, step e using 3-(2-chloro-3-((4-(2-isopropylthiazole-4-carbonyl)-1-oxa-4,9-diazaspiro[5.5]undecan-9-yl)methyl)phenethoxy)propanoic acid [Example 27, step d] (0.28 g) in place of 3-(2-fluoro-3-((4-(2-isopropylthiazole-4-carbonyl)-1-oxa-4,9-diazaspiro[5.5]undecan-9-yl)methyl)phenethoxy)propanoic acid, and N-(2,2-dimethoxyethyl)cyclohexanamine [WO 2008075025] (0.10 g) in place of N-(2,2-dimethoxyethyl)cycloheptanamine. Yield 0.11 g.

Workup

  1. customPrepared by the method of Example 7, step e

Sources & evidence

ORD record
ord-47f19e4eded64a1e8170029dcb4f141a
Source dataset
uspto-grants-2013_07
Patent number
US08476265B2

Reaction notes

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