1,4-Dioxane hydrochloride → HCID 66743617, compound

HRID 2098491Notes

Reaction equation

HRID 2098491 reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]#[C:7][C:8]1[CH:9]=[C:10]([CH:22]=[CH:23][CH:24]=1)[O:11][CH2:12][CH2:13][NH:14]C(=O)OC(C)(C)C.[ClH:25].O1CCOCC1>>[ClH:25].[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]#[C:7][C:8]1[CH:9]=[C:10]([CH:22]=[CH:23][CH:24]=1)[O:11][CH2:12][CH2:13][NH2:14]

Participants

3

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 66629422HCID 66629422, compound

Product 1

HCID 66743617HCID 66743617, compound

Procedure

Deprotection of tert-butyl 2-(3-(thiophen-2-ylethynyl)phenoxy)ethylcarbamate with HCl-dioxane following the method used in Example 13 gave 2-(3-(thiophen-2-ylethynyl)phenoxy)ethanamine hydrochloride as a white solid. 1H NMR (400 MHz, DMSO-d6) δ 8.14 (br s, 3H), 7.66 (dd, J=5.2, 1.2 Hz, 1H), 7.40 (dd, J=3.6, 1.2 Hz, 1H), 7.14 (dd, J=7.6, 1.2 Hz, 1H), 7.10-7.12 (m, 2H), 7.03 (ddd, J=8.4, 2.4, 1.2 Hz, 1H), 4.19 (t, J=5.2 Hz, 2H), 3.17 (t, J=5.2, 2H).

Sources & evidence

ORD record
ord-bab30176b08c409c8b96ca5a8b3b4785
Source dataset
uspto-grants-2013_05
Patent number
US08450527B2

Reaction notes

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