Methylamine → HCID 15675920, compound

HRID 1091094Notes

Reaction equation

HRID 1091094 reaction equation
Cl[CH2:2][C:3]1[CH:12]=[CH:11][C:10]2[C:5](=[CH:6][CH:7]=[C:8]([O:13][CH3:14])[CH:9]=2)[N:4]=1.[CH3:15][NH2:16]>>[CH3:14][O:13][C:8]1[CH:9]=[C:10]2[C:5](=[CH:6][CH:7]=1)[N:4]=[C:3]([CH2:2][NH:16][CH3:15])[CH:12]=[CH:11]2

Participants

3

Reactant 2

HCID 6329MethylamineHCID 14750491HCID 14750491, compound

Product 1

HCID 15675920HCID 15675920, compoundYield 76%

Procedure

2-(Chloromethyl)-6-methoxyquinoline (0.40 g, 2.05 mmol) was dissolved in ethanolic methylamine (15 mL, 33 wt % in EtOH) at 0° C. under a nitrogen atmosphere. After 10 minutes the reaction mixture was warmed to room temperature and stirring was continued for 1.5 hours. The reaction mixture was concentrated, partitioned between 10% K2CO3 /ethyl acetate, dried over MgSO4 and evaporated under reduced pressure to afford 0.30 g (76%) of a pale yellow oil which was used directly in the next step.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. custompartitioned between 10% K2CO3 /ethyl acetate
  3. dry with materialdried over MgSO4
  4. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-9517e7d3490b46cfb28ced8f3687b631
Source dataset
uspto-grants-1992_01
Patent number
US05084463

Reaction notes

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