Diethyl Ether → HCID 67307925, compound

HRID 445214Notes

Reaction equation

HRID 445214 reaction equation
CCOCC.[OH:6][C:7]1[CH:8]=[C:9]2[C:14](=[CH:15][CH:16]=1)[C:13]([O:17][C:18]1[CH:23]=[CH:22][C:21]([O:24][CH2:25][CH2:26][N:27]3[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]3)=[CH:20][CH:19]=1)=[C:12]([C:33]1[C:34]([C:38]#[N:39])=[CH:35][S:36][CH:37]=1)[CH:11]=[CH:10]2.[Cl:40]CCl>>[ClH:40].[OH:6][C:7]1[CH:8]=[C:9]2[C:14](=[CH:15][CH:16]=1)[C:13]([O:17][C:18]1[CH:19]=[CH:20][C:21]([O:24][CH2:25][CH2:26][N:27]3[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]3)=[CH:22][CH:23]=1)=[C:12]([C:33]1[C:34]([C:38]#[N:39])=[CH:35][S:36][CH:37]=1)[CH:11]=[CH:10]2

Participants

4

Reactant 3

HCID 3283Diethyl EtherHCID 6344DichloromethaneHCID 58338542HCID 58338542, compound

Product 1

HCID 67307925HCID 67307925, compound

Procedure

Add a solution of hydrogen dichloride in ether (1 M, 122 μL, 122.0 μmol) to a solution of 4-(6-hydroxy-1-(4-(2-(piperidin-1-yl)ethoxy)phenoxy)naphthalen-2-yl)thiophene-3-carbonitrile (52 mg, 110.5 μmol) and dichloromethane (4 mL). Sonicate the mixture 5 minutes and then concentrate to obtain the title compound (57 mg, 110.5 μmol). MS (m/z): 471 (M+1-HCl).

Workup

  1. customSonicate the mixture 5 minutes
  2. concentrationconcentrate

Sources & evidence

ORD record
ord-e01cd7dd399447bb8b4f1bfb11d918bd
Source dataset
uspto-grants-2013_07
Patent number
US08476300B2

Reaction notes

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