3-Chloro-4-morpholinoaniline → Tert-butyl 4-(5-bromo-2-(3-chloro-4-morpholinophenylamino) quinazolin-8-yloxy)piperidine-1-carboxylate

HRID 2079675Notes

Reaction equation

[Br:1][C:2]1[CH:11]=[CH:10][C:9]([O:12][CH:13]2[CH2:18][CH2:17][N:16]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:15][CH2:14]2)=[C:8]2[C:3]=1[CH:4]=[N:5][C:6](Cl)=[N:7]2.[NH2:27][C:28]1[CH:33]=[CH:32][C:31]([N:34]2[CH2:39][CH2:38][O:37][CH2:36][CH2:35]2)=[C:30]([Cl:40])[CH:29]=1>C(O)(C)C>[Br:1][C:2]1[CH:11]=[CH:10][C:9]([O:12][CH:13]2[CH2:14][CH2:15][N:16]([C:19]([O:21][C:22]([CH3:24])([CH3:23])[CH3:25])=[O:20])[CH2:17][CH2:18]2)=[C:8]2[C:3]=1[CH:4]=[N:5][C:6]([NH:27][C:28]1[CH:33]=[CH:32][C:31]([N:34]3[CH2:35][CH2:36][O:37][CH2:38][CH2:39]3)=[C:30]([Cl:40])[CH:29]=1)=[N:7]2

Participants

Conditions

Temperature: 110 °C

Procedure

A mixture of tert-butyl 4-(5-bromo-2-chloroquinazolin-8-yloxy)piperidine-1-carboxylate (1 eq) and N-(4-amino-2-chlorophenyl) morpholine (1 eq) in isopropanol was heated in a sealed tube at 110° C. for overnight. The reaction mixture was concentrated and proceeds for next step. ES/MS m/z 618.0 (MH+).

Workup

concentrationThe reaction mixture was concentrated

Sources & evidence

ORD record: ord-c48f8f4b1d484188b67c311bd92e861e
Source dataset: uspto-grants-2011_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07932262B2

Reaction notes

Loading…