Hydrochloric Acid → 6-(2-Oxopiperazin-1-yl)-5,6,7,8-tetrahydronaphthalene-2-carbonitrile

HRID 1466016Notes

Reaction equation

HRID 1466016 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[CH2:9][CH:8]([N:13]1[CH2:18][CH2:17][N:16](C(OC(C)(C)C)=O)[CH2:15][C:14]1=[O:26])[CH2:7][CH2:6]2)#[N:2].Cl>O1CCOCC1>[O:26]=[C:14]1[CH2:15][NH:16][CH2:17][CH2:18][N:13]1[CH:8]1[CH2:7][CH2:6][C:5]2[CH:4]=[C:3]([C:1]#[N:2])[CH:12]=[CH:11][C:10]=2[CH2:9]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 131732668tert-Butyl 4-(6-cyano-1,2,3,4-tetrahydronaphthalen-2-yl)-3-oxopiperazine-1-carboxylate

Product 1

HCID 895249666-(2-Oxopiperazin-1-yl)-5,6,7,8-tetrahydronaphthalene-2-carbonitrile

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a flask charged with tert-Butyl 4-(6-cyano-1,2,3,4-tetrahydronaphthalen-2-yl)-3-oxopiperazine-1-carboxylate (450 mg, 1.3 mmol) was added 4N HCl in dioxane. The mixture was allowed to stir at RT for 1 hour. LC showed complete reaction. The volatiles were removed under reduced pressure, and the resulting solids were used without further purification. LC-MS (IE, m/z): 256 [M+1]+.

Workup

  1. customreaction
  2. customThe volatiles were removed under reduced pressure
  3. customthe resulting solids were used without further purification

Sources & evidence

ORD record
ord-0aad6c09284044e0bdb4816f69d745d5
Source dataset
uspto-grants-2015_04
Patent number
US08999990B2

Reaction notes

Loading…