Benzenamine, 3-ethynyl- → HCID 86659918, compound

HRID 403663Notes

Reaction equation

HRID 403663 reaction equation
[C:1]([O:4][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][C:14]=1[O:15][CH3:16])[N:11]=[CH:10][N:9]=[C:8]2[Cl:17])(=[O:3])[CH3:2].[C:18]([C:20]1[CH:21]=[C:22]([CH:24]=[CH:25][CH:26]=1)[NH2:23])#[CH:19]>C(Cl)(Cl)Cl>[ClH:17].[C:1]([O:4][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][C:14]=1[O:15][CH3:16])[N:11]=[CH:10][N:9]=[C:8]2[NH:23][C:22]1[CH:24]=[CH:25][CH:26]=[C:20]([C:18]#[CH:19])[CH:21]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 104682Benzenamine, 3-ethynyl-HCID 220221604-Chloro-7-methoxyquinazolin-6-yl acetate

Product 1

HCID 86659918HCID 86659918, compoundYield 89.8%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A mixture of 4-chloro-7-methoxyquinazolin-6-yl acetate (7.75 g, 0.0307 mol), 3-ethynyl aniline (4 g, 0.0342 mol, 1.11 equiv) and chloroform (120 ml) was refluxed overnight. The reaction mixture was cooled to room temperature and the solution was filtered to give 10.2 g product. MS (ESI) m/z: 334 (M+1).

Workup

  1. temperaturewas refluxed overnight
  2. filtrationthe solution was filtered

Sources & evidence

ORD record
ord-8f3681ffb6ad484ea8cae4a59c2ee67d
Source dataset
uspto-grants-2014_06
Patent number
US08748453B2

Reaction notes

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