Hydrochloric Acid → (Z)-2-(3,4-dimethoxy-phenyl)-3-[5-(4-hydroxy-piperidin-1-yl)-thiophen-2-yl]-acrylonitrile hydrochloride

HRID 2366371Notes

Reaction equation

HRID 2366371 reaction equation
[ClH:1].[CH3:2][O:3][C:4]1[CH:5]=[C:6](/[C:12](=[CH:15]/[C:16]2[S:17][C:18]([N:21]3[CH2:26][CH2:25][CH:24]([OH:27])[CH2:23][CH2:22]3)=[CH:19][CH:20]=2)/[C:13]#[N:14])[CH:7]=[CH:8][C:9]=1[O:10][CH3:11]>>[ClH:1].[CH3:2][O:3][C:4]1[CH:5]=[C:6](/[C:12](=[CH:15]/[C:16]2[S:17][C:18]([N:21]3[CH2:22][CH2:23][CH:24]([OH:27])[CH2:25][CH2:26]3)=[CH:19][CH:20]=2)/[C:13]#[N:14])[CH:7]=[CH:8][C:9]=1[O:10][CH3:11]

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 16757522(Z)-2-(3,4-dimethoxyphenyl)-3-(5-(4-hydroxypiperidin-1-yl)thiophen-2-yl)acrylonitrile

Product 1

HCID 67228445(Z)-2-(3,4-dimethoxy-phenyl)-3-[5-(4-hydroxy-piperidin-1-yl)-thiophen-2-yl]-acrylonitrile hydrochlorideYield 87%

Procedure

0.1N Hydrochloric acid (3.0 mL) was added to Compound 6 (100 mg), and purified water (5 mL), acetonitrile (30 mL), and chloroform (5 mL) were added to the mixture, to thereby dissolve the mixture. The solution was stirred at room temperature for 1 hour, and the solvent was evaporated to dryness, followed by thoroughly drying, to thereby yield the target product (yield: 95 mg, 87%).

Workup

  1. custompurified water (5 mL), acetonitrile (30 mL), and chloroform (5 mL)
  2. additionwere added to the mixture
  3. dissolutionto thereby dissolve the mixture
  4. customthe solvent was evaporated to dryness
  5. customby thoroughly drying

Sources & evidence

ORD record
ord-1904d94b84f54ce68cec1518347fe05e
Source dataset
uspto-grants-2014_04
Patent number
US08697742B2

Reaction notes

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