Benzenamine, 4-(4-morpholinyl)- → 5-Chloro-2-(4-morpholinophenylamino) quinazolin-8-ol

HRID 2079656Notes

Reaction equation

Cl[C:2]1[N:11]=[CH:10][C:9]2[C:4](=[C:5]([OH:13])[CH:6]=[CH:7][C:8]=2[Cl:12])[N:3]=1.[O:14]1[CH2:19][CH2:18][N:17]([C:20]2[CH:26]=[CH:25][C:23]([NH2:24])=[CH:22][CH:21]=2)[CH2:16][CH2:15]1>C(O)(C)C>[Cl:12][C:8]1[CH:7]=[CH:6][C:5]([OH:13])=[C:4]2[C:9]=1[CH:10]=[N:11][C:2]([NH:24][C:23]1[CH:22]=[CH:21][C:20]([N:17]3[CH2:18][CH2:19][O:14][CH2:15][CH2:16]3)=[CH:26][CH:25]=1)=[N:3]2

Participants

Conditions

Temperature: 90 °C

Procedure

To a solution of isolated 2,5-dichloroquinazolin-8-ol (1 eq) in isopropanol was added 4-morpholinoaniline (1 eq) and the mixture was heated to 90° C. for 1 h. The SNAR went to completion by LC/MS and on concentration yielded 5-chloro-2-(4-morpholinophenylamino) quinazolin-8-ol in quantitative yield. ES/MS m/z 357 (MH+).

Workup

concentrationThe SNAR went to completion by LC/MS and on concentration

Sources & evidence

ORD record: ord-f58a9ff67a9d490c99a9eb019e4ed027
Source dataset: uspto-grants-2011_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07932262B2

Reaction notes

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