Allylamine → HCID 18326397, compound

HRID 1250579Notes

Reaction equation

HRID 1250579 reaction equation
[Cl:1][C:2]1[N:11]=[C:10]([NH:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([N+:20]([O-:22])=[O:21])[CH:8]=2)[N:3]=1.[CH2:23]([NH2:26])[CH:24]=[CH2:25]>O>[ClH:1].[CH2:23]([NH:26][C:2]1[N:11]=[C:10]([NH:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([N+:20]([O-:22])=[O:21])[CH:8]=2)[N:3]=1)[CH:24]=[CH2:25]

Participants

4

Reactant 2

HCID 7853AllylamineHCID 18326491HCID 18326491, compound

Product 1

HCID 18326397HCID 18326397, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To 150 mg (0.46 mmol) of 2-chloro-4-heptylamino-6-nitroquinazoline was added 1.14 g (20.00 mmol) of allylamine, followed by stirring at room temperature overnight. To the reaction solution was water added, 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 140 mg (yield: 88.6%) of a free compound base of the title compound.

Workup

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

Sources & evidence

ORD record
ord-c950d5c6f1de4791ae9cf2b7004b7177
Source dataset
uspto-grants-2002_01
Patent number
US06339089B2

Reaction notes

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