Chloroacetaldehyde → HCID 67091020, compound

HRID 2075655Notes

Reaction equation

HRID 2075655 reaction equation
Cl[CH2:2][CH:3]=O.C(=O)(O)[O-].[Na+].[I:10][C:11]1[CH:12]=[C:13]2[C:18](=[CH:19][CH:20]=1)[N:17]=[C:16]([NH2:21])[CH:15]=[CH:14]2>O1CCOCC1>[I:10][C:11]1[CH:12]=[C:13]2[C:18](=[CH:19][CH:20]=1)[N:17]1[CH:2]=[CH:3][N:21]=[C:16]1[CH:15]=[CH:14]2

Participants

5

Reactant 3

HCID 33ChloroacetaldehydeHCID 516892Sodium BicarbonateHCID 589078666-Iodoquinolin-2-amine

Product 1

HCID 67091020HCID 67091020, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
80 °C

Procedure

To chloroacetaldehyde (50 wt %, 460 mg, 2.92 mmol) and sodium bicarbonate (613 mg, 7.3 mmol) was added 6-Iodo-quinolin-2-ylamine (390 mg, 1.46 mmol) in 1,4-dioxane (5 mL). The mixture was heated to 80° C. overnight, and then cooled to room temperature. The solvent was removed in vacuo, and the residue was purified by silica gel chromatography (50-100% EtOAc in hexanes) to obtain the desired product, 1g.

Workup

  1. temperaturecooled to room temperature
  2. customThe solvent was removed in vacuo
  3. customthe residue was purified by silica gel chromatography (50-100% EtOAc in hexanes)

Sources & evidence

ORD record
ord-f87b7f1d01ba4a3dabd91721cd9deb0b
Source dataset
uspto-grants-2011_04
Patent number
US07919621B2

Reaction notes

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