Hydrochloric Acid → 3-(6-Hydroxy-1-(4-(2-(piperidin-1-yl)ethoxy)phenoxy)naphthalen-2-yl)thiophene-2-carbonitrile hydrochloride

HRID 445222Notes

Reaction equation

HRID 445222 reaction equation
[ClH:1].CCOCC.[OH:7][C:8]1[CH:9]=[C:10]2[C:15](=[CH:16][CH:17]=1)[C:14]([O:18][C:19]1[CH:24]=[CH:23][C:22]([O:25][CH2:26][CH2:27][N:28]3[CH2:33][CH2:32][CH2:31][CH2:30][CH2:29]3)=[CH:21][CH:20]=1)=[C:13]([C:34]1[CH:38]=[CH:37][S:36][C:35]=1[C:39]#[N:40])[CH:12]=[CH:11]2>ClCCl>[ClH:1].[OH:7][C:8]1[CH:9]=[C:10]2[C:15](=[CH:16][CH:17]=1)[C:14]([O:18][C:19]1[CH:20]=[CH:21][C:22]([O:25][CH2:26][CH2:27][N:28]3[CH2:29][CH2:30][CH2:31][CH2:32][CH2:33]3)=[CH:23][CH:24]=1)=[C:13]([C:34]1[CH:38]=[CH:37][S:36][C:35]=1[C:39]#[N:40])[CH:12]=[CH:11]2

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 583385773-(6-Hydroxy-1-(4-(2-(piperidin-1-yl)ethoxy)phenoxy)naphthalen-2-yl)thiophene-2-carbonitrile

Product 1

HCID 673083093-(6-Hydroxy-1-(4-(2-(piperidin-1-yl)ethoxy)phenoxy)naphthalen-2-yl)thiophene-2-carbonitrile hydrochloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Add a solution of hydrogen chloride in ether (1 M, 28 μL; 28.0 μmol) to a solution of 3-(6-hydroxy-1-(4-(2-(piperidin-1-yl)ethoxy)phenoxy)naphthalen-2-yl)thiophene-2-carbonitrile (12 mg, 24.5 μmol) and dichloromethane (4 mL). Sonicate the mixture for 5 minutes and then concentrate to obtain the title compound (13 mg, 24.5 μmol). Mass spectrum (m/z): 471 (M+1-HCl).

Workup

  1. customSonicate the mixture for 5 minutes
  2. concentrationconcentrate

Sources & evidence

ORD record
ord-97ebaa5744dc4e67ae7e3a1fb27bcff7
Source dataset
uspto-grants-2013_07
Patent number
US08476300B2

Reaction notes

Loading…