Benzylamine → 4-(Benzylamino)-7-methoxyquinazolin-6-ol

HRID 2261185Notes

Reaction equation

HRID 2261185 reaction equation
[CH2:1]([NH2:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C([O:12][C:13]1[CH:14]=[C:15]2[C:20](=[CH:21][C:22]=1[O:23][CH3:24])[N:19]=[CH:18][N:17]=[C:16]2Cl)(=O)C>CC(O)C>[CH2:1]([NH:8][C:16]1[C:15]2[C:20](=[CH:21][C:22]([O:23][CH3:24])=[C:13]([OH:12])[CH:14]=2)[N:19]=[CH:18][N:17]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 7504BenzylamineHCID 220221604-Chloro-7-methoxyquinazolin-6-yl acetate

Product 1

HCID 53280374-(Benzylamino)-7-methoxyquinazolin-6-olYield 76%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

Benzylamine (1.28 g, 12.0 mmol) was added into a mixture of compound 0105 (1.0 g, 4.0 mmol) and 2-propanol (50 ml). The reaction mixture was then stirred at reflux for 3 hours. The mixture was cooled to room temperature and the resulting precipitate was isolated. The solid was then dried to give the title compound 0701-85 as a yellow solid (854 mg, 76%): LCMS: 282 [M+1]+.

Workup

  1. temperatureat reflux for 3 hours
  2. customthe resulting precipitate was isolated
  3. customThe solid was then dried

Sources & evidence

ORD record
ord-b70e48d9913d4d6e9d54a914d38b007b
Source dataset
uspto-grants-2010_12
Patent number
US07846938B2

Reaction notes

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