Methylamine → HCID 69506742, compound

HRID 2366634Notes

Reaction equation

HRID 2366634 reaction equation
[CH2:1]([C:4]1[N:5]([CH2:17][CH2:18][C:19]([O:21]CC)=O)[C:6]2[C:15]3[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=3[N:9]=[CH:8][C:7]=2[N:16]=1)[CH2:2][CH3:3].C1COCC1.[CH3:29][NH2:30]>O>[CH3:29][NH:30][C:19](=[O:21])[CH2:18][CH2:17][N:5]1[C:6]2[C:15]3[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=3[N:9]=[CH:8][C:7]=2[N:16]=[C:4]1[CH2:1][CH2:2][CH3:3]

Participants

5

Reactant 3

HCID 6329MethylamineHCID 8028TetrahydrofuranHCID 57447034HCID 57447034, compound

Product 1

HCID 69506742HCID 69506742, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of ethyl 3-(2-propyl-1H-imidazo[4,5-c]quinolin-1-yl)propanoate (4.24 g, 16.5 mmol, prepared in Parts A and B of Example 16), THF (15 mL), and methylamine (available as a 40% solution in water, 8 mL) was scaled in a high-pressure vessel, heated at 80° C. overnight, and concentrated under reduced pressure to provide 4.7 g of N-methyl-3-(2-propyl-1H-imidazo[4,5-c]quinolin-1-yl)propanamide.

Workup

  1. customwas scaled in a high-pressure vessel
  2. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-0eb556b01cab41f09b90be95a76518bf
Source dataset
uspto-grants-2014_04
Patent number
US08697873B2

Reaction notes

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