Formaldehyde → HCID 14724199, compound

HRID 2073218Notes

Reaction equation

HRID 2073218 reaction equation
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([N:12]([CH2:18][C:19]#[CH:20])[N:13]3[CH:17]=[CH:16][CH:15]=[CH:14]3)=[CH:7][CH:8]=[N:9]2)=[CH:4][CH:3]=1.[CH3:21][N:22]1[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]1.[CH2:28]=O>O1CCOCC1.C(OCC)(=O)C.Cl[Cu]>[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([N:12]([CH2:18][C:19]#[C:20][CH2:21][N:22]3[CH2:27][CH2:26][N:25]([CH3:28])[CH2:24][CH2:23]3)[N:13]3[CH:14]=[CH:15][CH:16]=[CH:17]3)=[CH:7][CH:8]=[N:9]2)=[CH:4][CH:3]=1

Participants

7

Reactant 3

HCID 712FormaldehydeHCID 531671-MethylpiperazineHCID 14724179HCID 14724179, compound

Product 1

HCID 14724199HCID 14724199, compound

Reagents, catalysts & solvents 3

HCID 62652Cuprous chlorideCatalystHCID 8857Ethyl AcetateSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
80 °C

Procedure

To a solution of 7-chloro-N-(2-propynyl)-N-(1H-pyrrol-1-yl)-4-quinolinamine (8.0 g) in 150 ml of 1,4-dioxane were added N-methylpiperazine (3.11 g), paraformaldehyde (4 g) and CuCl (0.2 g), and this mixture was heated to 80° C. and stirred for four hours. The mixture was cooled, diluted with ethyl acetate, washed with water and dried (sat NaCl, anhy. MgSO4).

Workup

  1. temperatureThe mixture was cooled
  2. washwashed with water
  3. customdried (

Sources & evidence

ORD record
ord-881c7a2cfcb246af8e3288eb52a8bbb6
Source dataset
uspto-grants-1990_04
Patent number
US04916135

Reaction notes

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