Tert-Butylamine → HCID 12795406, compound

HRID 1984946Notes

Reaction equation

HRID 1984946 reaction equation
[Cl:1][C:2]1[N:11]=[C:10](N(C)C)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.[C:15]([NH2:19])([CH3:18])([CH3:17])[CH3:16].C(N(C(C)C)CC)(C)C>C1COCC1>[C:15]([NH:19][C:10]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=[C:2]([Cl:1])[N:11]=1)([CH3:18])([CH3:17])[CH3:16]

Participants

5

Reactant 3

HCID 6385Tert-ButylamineHCID 81531DiisopropylethylamineHCID 126843422-Chloro-N,N-dimethylquinazolin-4-amine

Product 1

HCID 12795406HCID 12795406, compoundYield 64%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 2,4-dichloro-quinazoline obtained in step B of example 1 (4 g, 20 mmol) in THF (50 mL) were added tert-butyl amine (2.15 mL, 20.5 mmol) and diisopropylethylamine (3.5 mL, 21 mmol). The mixture was stirred at ambient temperature for 2 hr. The mixture was concentrated and the residue was dissolved in EtOAc. The organic layer was washed with water, dried over Na2SO4, and filtered. The mixture was concentrated to give tert-butyl-(2-chloro-quinazolin-4-yl)-amine as a white solid (3 g, 64%).

Workup

  1. concentrationThe mixture was concentrated
  2. dissolutionthe residue was dissolved in EtOAc
  3. washThe organic layer was washed with water
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. concentrationThe mixture was concentrated

Sources & evidence

ORD record
ord-e3cb3a21f88c49ffaf5358ae57b1a22f
Source dataset
uspto-grants-2009_06
Patent number
US07544690B2

Reaction notes

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