Allylamine → HCID 18326511, compound

HRID 1250581Notes

Reaction equation

HRID 1250581 reaction equation
[Cl:1][C:2]1[N:11]=[C:10]([NH:12][CH:13]2[CH2:17][CH2:16][CH2:15][CH2:14]2)[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([N+:18]([O-:20])=[O:19])[CH:8]=2)[N:3]=1.[CH2:21]([NH2:24])[CH:22]=[CH2:23]>O>[ClH:1].[CH2:21]([NH:24][C:2]1[N:11]=[C:10]([NH:12][CH:13]2[CH2:17][CH2:16][CH2:15][CH2:14]2)[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([N+:18]([O-:20])=[O:19])[CH:8]=2)[N:3]=1)[CH:22]=[CH2:23]

Participants

4

Reactant 2

HCID 7853AllylamineHCID 18326384HCID 18326384, compound

Product 1

HCID 18326511HCID 18326511, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To 128 mg (0.44 mmol) of 2-chloro-4-cyclopentylamino-6-nitroquinazoline was added 913 mg (16.00 mmol) of allylamine, followed by stirring at room temperature for 3 hours. 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 129 mg (yield: 93.6%) of a free base compound 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-aae3df547e374dd791972554e96983fa
Source dataset
uspto-grants-2002_01
Patent number
US06339089B2

Reaction notes

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