4-(Morpholinosulfonyl)aniline → 7-methoxy-N-(4-(morpholinosulfonyl)phenyl)quinazolin-2-amine

HRID 2079664Notes

Reaction equation

HRID 2079664 reaction equation
Cl[C:2]1[N:11]=[CH:10][C:9]2[C:4](=[CH:5][C:6]([O:12][CH3:13])=[CH:7][CH:8]=2)[N:3]=1.[O:14]1[CH2:19][CH2:18][N:17]([S:20]([C:23]2[CH:29]=[CH:28][C:26]([NH2:27])=[CH:25][CH:24]=2)(=[O:22])=[O:21])[CH2:16][CH2:15]1>CC(O)C>[CH3:13][O:12][C:6]1[CH:5]=[C:4]2[C:9]([CH:10]=[N:11][C:2]([NH:27][C:26]3[CH:28]=[CH:29][C:23]([S:20]([N:17]4[CH2:18][CH2:19][O:14][CH2:15][CH2:16]4)(=[O:22])=[O:21])=[CH:24][CH:25]=3)=[N:3]2)=[CH:8][CH:7]=1

Participants

4

Reactant 2

HCID 2107944-(Morpholinosulfonyl)anilineHCID 552514552-Chloro-7-methoxyquinazoline

Product 1

HCID 671020437-methoxy-N-(4-(morpholinosulfonyl)phenyl)quinazolin-2-amineYield 99%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of 2-chloro-7-methoxyquinazoline (1 eq) and 4-(Morpholinosulfonyl) Aniline (1 eq) in 2-propanol was heated at 80° C. overnight. Product was precipitated in the reaction mixture. The precipitate was filtered, washed and dried under vacuum to provide 7-methoxy-N-(4-(morpholinosulfonyl)phenyl)quinazolin-2-amine as a yellow solid in 99% yield. ES/MS m/z 401.0 (MH+).

Workup

  1. customProduct was precipitated in the reaction mixture
  2. filtrationThe precipitate was filtered
  3. washwashed
  4. customdried under vacuum

Sources & evidence

ORD record
ord-2870def2946c4fbf870980bc780c82c2
Source dataset
uspto-grants-2011_04
Patent number
US07932262B2

Reaction notes

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