Allylamine → HCID 70162617, compound

HRID 1250556Notes

Reaction equation

HRID 1250556 reaction equation
[CH2:1]([NH:4][C:5]1[C:14]2[C:9](=[CH:10][CH:11]=[C:12]([NH:15][CH3:16])[CH:13]=2)[N:8]=[C:7]([Cl:17])[N:6]=1)[CH:2]=[CH2:3].[CH2:18]([NH2:21])[CH:19]=[CH2:20].C(=O)([O-])O.[Na+]>>[ClH:17].[CH2:18]([NH:21][C:7]1[N:6]=[C:5]([NH:4][CH2:1][CH:2]=[CH2:3])[C:14]2[C:9](=[CH:10][CH:11]=[C:12]([NH:15][CH3:16])[CH:13]=2)[N:8]=1)[CH:19]=[CH2:20]

Participants

4

Reactant 3

HCID 7853AllylamineHCID 516892Sodium BicarbonateHCID 18326432HCID 18326432, compound

Product 1

HCID 70162617HCID 70162617, compound

Procedure

In a sealed tube were stirred 100 mg (0.40 mmol) of 4-allylamino-2-chloro-6-methylaminoquinazoline and 761 mg (13.33 mmol) of allylamine at 140° C. for 22 hours. A saturated aqueous sodium hydrogen carbonate was added to the reaction mixture, followed by extraction with ethyl acetate, washing with brine and drying over anhydrous sodium sulfate. After the solvent was distilled off, the residue was purified by a silica gel column to give 100 mg (yield: 92.4%) of a free base compound of the title compound.

Workup

  1. extractionfollowed by extraction with ethyl acetate
  2. washwashing with brine
  3. dry with materialdrying over anhydrous sodium sulfate
  4. distillationAfter the solvent was distilled off
  5. customthe residue was purified by a silica gel column

Sources & evidence

ORD record
ord-b7f8eee6b7f64a86ab8230c2c8ef9f9e
Source dataset
uspto-grants-2002_01
Patent number
US06339089B2

Reaction notes

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