PMID26882240-Compound-8 → 2-(4-(adamantan-1-yl)phenoxy)-N-(4-(1,1-dioxidothiomorpholino)phenyl)acetamide

HRID 629547Notes

Reaction equation

HRID 629547 reaction equation
[C:1]12([C:11]3[CH:21]=[CH:20][C:14]([O:15][CH2:16][C:17]([OH:19])=O)=[CH:13][CH:12]=3)[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2.[NH2:22][C:23]1[CH:28]=[CH:27][C:26]([N:29]2[CH2:34][CH2:33][S:32](=[O:36])(=[O:35])[CH2:31][CH2:30]2)=[CH:25][CH:24]=1>>[C:1]12([C:11]3[CH:21]=[CH:20][C:14]([O:15][CH2:16][C:17]([NH:22][C:23]4[CH:28]=[CH:27][C:26]([N:29]5[CH2:30][CH2:31][S:32](=[O:36])(=[O:35])[CH2:33][CH2:34]5)=[CH:25][CH:24]=4)=[O:19])=[CH:13][CH:12]=3)[CH2:2][CH:3]3[CH2:4][CH:5]([CH2:6][CH:7]([CH2:9]3)[CH2:8]1)[CH2:10]2

Participants

3

Reactant 2

HCID 625381PMID26882240-Compound-8HCID 263703844-(4-Aminophenyl)thiomorpholine 1,1-Dioxide

Product 1

HCID 715424882-(4-(adamantan-1-yl)phenoxy)-N-(4-(1,1-dioxidothiomorpholino)phenyl)acetamideYield 90.8%

Procedure

The title compound was prepared from 2-(4-(adamantan-1-yl)phenoxy)acetic acid (0.2 g, 0.69 mmol) and 4-(4-aminophenyl)thiomorpholine 1,1-dioxide (0.158 g, 0.69 mmol) according to the example 1, which was given 2-(4-(adamantan-1-yl)phenoxy)-N-(4-(1,1-dioxidothiomorpholino)phenyl)acetamide as a white solid (0.31 g, 89.8% yield).

Sources & evidence

ORD record
ord-dfb4ad196750429baa97b6d6c5d32662
Source dataset
uspto-grants-2016_04
Patent number
US09315507B2

Reaction notes

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