1,4-Dioxane hydrochloride → HCID 66743196, compound

HRID 2098490Notes

Reaction equation

HRID 2098490 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]#[C:8][C:9]1[CH:10]=[C:11]([CH:23]=[CH:24][CH:25]=1)[O:12][CH2:13][CH2:14][NH:15]C(=O)OC(C)(C)C.[ClH:26].O1CCOCC1>>[ClH:26].[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]#[C:8][C:9]1[CH:10]=[C:11]([CH:23]=[CH:24][CH:25]=1)[O:12][CH2:13][CH2:14][NH2:15]

Participants

3

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 66629310HCID 66629310, compound

Product 1

HCID 66743196HCID 66743196, compound

Procedure

Deprotection of tert-butyl 2-(3-(pyridin-2-ylethynyl)phenoxy)ethylcarbamate with HCl-dioxane following the method used in Example 13 gave 2-(3-(pyridin-2-ylethynyl)phenoxy)ethanamine hydrochloride as a white solid. 1H NMR (400 MHz, DMSO-d6) δ 8.61 (dt, J=5.2, 0.8 Hz, 1H), 8.20 (br s, 3H), 7.92 (dt, J=8.0, 2.0 Hz, 1H), 7.69 (d, J=8.0 Hz, 1H), 7.47 (ddd, J=7.6, 5.2, 1.2 Hz, 1H), 7.39 (t, J=8.0 Hz, 1H), 7.22 (d, J=7.6 Hz, 1H), 7.19-7.20 (m, 1H), 7.08 (ddd, J=8.0, 2.4, 0.8 Hz, 1H), 4.21 (t, J=5.2 Hz, 2H), 3.18 (dt, J=5.6, 5.2 Hz, 2H).

Sources & evidence

ORD record
ord-f41a17de9410486588c87ff0d327fbfa
Source dataset
uspto-grants-2013_05
Patent number
US08450527B2

Reaction notes

Loading…