HCID 18706394, compound → HCID 18706508, compound

HRID 1422260Notes

Reaction equation

HRID 1422260 reaction equation
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([N:6]=[C:7]([O:14][CH3:15])[C:8]([O:12][CH3:13])=[N:9]2)=[C:4]([C:16]#[C:17][CH2:18][OH:19])[CH:3]=1.[H][H]>O1CCCC1.[Ni]>[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([N:6]=[C:7]([O:14][CH3:15])[C:8]([O:12][CH3:13])=[N:9]2)=[C:4]([CH2:16][CH2:17][CH2:18][OH:19])[CH:3]=1

Participants

5

Reactant 2

HCID 18706394HCID 18706394, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 18706508HCID 18706508, compoundYield 98%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 8028TetrahydrofuranSolvent

Procedure

2.05 g (7.36 mmol) of 3-(7-chloro-2,3-dimethoxy-quinoxalin-5-yl)-prop-2-yn-1-ol are hydrogenated at normal pressure in 20 ml of tetrahydrofuran with approximately 0.4 g of Raney nickel until twice the molar amount of hydrogen has been absorbed. The hydrogenated mixture is filtered with suction over a glass fiber filter and the filtrate is concentrated. 2.04 g (98%) of 3-(7-chloro-2,3-dimethoxy-quinoxalin-5-yl)-propan-1-ol are obtained in the form of beige crystals having a melting point of 104-105° C.

Workup

  1. customhas been absorbed
  2. filtrationThe hydrogenated mixture is filtered with suction over a glass fiber
  3. filtrationfilter
  4. concentrationthe filtrate is concentrated

Sources & evidence

ORD record
ord-1fe72ae4b75c48be8a8a5783730c80b4
Source dataset
uspto-grants-2000_06
Patent number
US06080743

Reaction notes

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