Benzenamine, 3-ethynyl- → (6,7-Dimethoxyquinazolin-4-yl)-(3-ethynylphenyl)-amine Hydrochloride

HRID 1288857Notes

Reaction equation

HRID 1288857 reaction equation
[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:14][CH3:15])=[C:9]([O:12][CH3:13])[CH:10]=2)[N:5]=[CH:4][N:3]=1.[C:16]([C:18]1[CH:19]=[C:20]([CH:22]=[CH:23][CH:24]=1)[NH2:21])#[CH:17]>C(O)(C)C>[ClH:1].[CH3:13][O:12][C:9]1[CH:10]=[C:11]2[C:6](=[CH:7][C:8]=1[O:14][CH3:15])[N:5]=[CH:4][N:3]=[C:2]2[NH:21][C:20]1[CH:22]=[CH:23][CH:24]=[C:18]([C:16]#[CH:17])[CH:19]=1

Participants

4

Reactant 2

HCID 104682Benzenamine, 3-ethynyl-HCID 27693644-Chloro-6,7-dimethoxyquinazoline

Product 1

HCID 18925020(6,7-Dimethoxyquinazolin-4-yl)-(3-ethynylphenyl)-amine Hydrochloride

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

4-Chloro-6,7-dimethoxyquinazoline (250 mg, 1.12 mmol) and 3-ethynyl-aniline (137 mg, 1.17 mmol) were refluxed in 10 mL of isopropyl alcohol for 0.5 hour, cooled and filtered to afford solid title product which was washed with 10 mL of isopropyl alcohol and dried in vacuo, at 70° C., 338 mg (99%); mp 269°-270° C.

Workup

  1. temperaturecooled
  2. filtrationfiltered

Sources & evidence

ORD record
ord-b92b021cb2b24738b8ac812b7cdfad9c
Source dataset
uspto-grants-1998_05
Patent number
US05747498

Reaction notes

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