PMID26882240-Compound-8 → HCID 86729437, compound

HRID 629545Notes

Reaction equation

HRID 629545 reaction equation
[C:1]12([C:11]3[CH:21]=[CH:20][C:14]([O:15][CH2:16][C:17](O)=[O:18])=[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.[CH2:22]([N:25]1[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]1)[C:23]#[CH:24]>>[C:1]12([C:11]3[CH:21]=[CH:20][C:14]([O:15][CH2:16][C:17]([N:28]4[CH2:29][CH2:30][N:25]([CH2:22][C:23]#[CH:24])[CH2:26][CH2:27]4)=[O:18])=[CH:13][CH:12]=3)[CH2:2][CH:3]3[CH2:9][CH:7]([CH2:6][CH:5]([CH2:4]3)[CH2:10]1)[CH2:8]2.[CH:1]12[CH2:8][CH:7]3[CH2:9][CH:3]([CH2:4][CH:5]([CH2:6]3)[CH:10]1[C:11]1[CH:21]=[CH:20][C:14]([O:15][CH2:16][C:17]([N:28]3[CH2:29][CH2:30][N:25]([CH2:22][C:23]#[CH:24])[CH2:26][CH2:27]3)=[O:18])=[CH:13][CH:12]=1)[CH2:2]2

Participants

4

Reactant 2

HCID 625381PMID26882240-Compound-8HCID 146273691-(2-Propynyl)piperazine

Product 2

HCID 71542395HCID 71542395, compoundHCID 86729437HCID 86729437, compoundYield 178.9%

Procedure

The title compound was prepared from 2-(4-(adamantan-1-yl)phenoxy)acetic acid (0.13 g, 0.45 mmol) and 1-(prop-2-yn-1-yl)piperazine (0.056 g, 0.45 mmol) according to the example 1, which was given 2-(4-(adamantan-2-yl)phenoxy)-1-(4-(prop-2-yn-1-yl)piperazin-1-yl)ethanone as a white solid (0.158 g, 89.3% yield).

Sources & evidence

ORD record
ord-2644df8b0997445092e14f0d26399b5c
Source dataset
uspto-grants-2016_04
Patent number
US09315507B2

Reaction notes

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