3-Methoxypropylamine → HCID 57698335, compound

HRID 1517452Notes

Reaction equation

HRID 1517452 reaction equation
[Cl:1][C:2]1[N:3]=[C:4](Cl)[C:5]2[N:11]=[C:10]([C:12]3[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=3)[CH:9]=[CH:8][C:6]=2[N:7]=1.[CH3:20][O:21][CH2:22][CH2:23][CH2:24][NH2:25]>O1CCOCC1>[Cl:1][C:2]1[N:3]=[C:4]([NH:25][CH2:24][CH2:23][CH2:22][O:21][CH3:20])[C:5]2[N:11]=[C:10]([C:12]3[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=3)[CH:9]=[CH:8][C:6]=2[N:7]=1

Participants

4

Reactant 2

HCID 16723-MethoxypropylamineHCID 596478432,4-Dichloro-6-(4-fluorophenyl)pyrido[3,2-d]pyrimidine

Product 1

HCID 57698335HCID 57698335, compoundYield 99.5%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A mixture of 2,4-dichloro-6-(4-fluorophenyl)-pyrido[3,2-d]pyrimidine (60 mg, 0.2 mmol) and 3-methoxypropylamine (89 mg, 1.0 mmol) in dioxane (5 ml) was stirred at room temperature for 1 hour. After concentration under reduced pressure, the residue was purified by silica gel flash chromatography, the mobile phase being a mixture of methanol/dichloromethane in a volume ratio of 1:80, affording the pure title compound (69 mg, yield 99%) as a white solid which was characterised as follows: MS (m/z): 347 ([M+H]+, 100).

Workup

  1. concentrationAfter concentration under reduced pressure
  2. customthe residue was purified by silica gel flash chromatography
  3. additiona mixture of methanol/dichloromethane in a volume ratio of 1:80

Sources & evidence

ORD record
ord-6e816da209844359ad926f0d27051ec7
Source dataset
uspto-grants-2012_07
Patent number
US08232278B2

Reaction notes

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