Urea → N-Cyclopropyl-4-methyl-3-(2-oxo-4-phenyl-1,2-dihydro-quinazolin-7-yl)-benzamide

HRID 643689Notes

Reaction equation

[CH:1]1([NH:4][C:5]([C:7]2[CH:8]=[C:9]([C:14]3[CH:19]=[CH:18][C:17]([C:20](=O)[C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=4)=[C:16]([NH2:28])[CH:15]=3)[C:10]([CH3:13])=[CH:11][CH:12]=2)=[O:6])[CH2:3][CH2:2]1.[NH2:29][C:30](N)=[O:31]>C(O)(=O)C>[CH:1]1([NH:4][C:5](=[O:6])[C:7]2[CH:12]=[CH:11][C:10]([CH3:13])=[C:9]([C:14]3[CH:15]=[C:16]4[C:17]([C:20]([C:21]5[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=5)=[N:29][C:30](=[O:31])[NH:28]4)=[CH:18][CH:19]=3)[CH:8]=2)[CH2:3][CH2:2]1

Participants

Conditions

Temperature: 120 °C

Procedure

The mixture of 3′-Amino-4′-benzoyl-6-methyl-biphenyl-3-carboxylic acid cyclopropylamide from Example 14 (19 mg, 0.051 mmol) and urea (3.7 mg, 0.062 mmol) in 0.5 mL acetic acid was stirred at 120° C. for 4 hours. The solvents were removed under reduced pressure. The crude product was purified by preparative TLC sheet (methylene chloride:methanol=10:1) to give a colorless solid (12 mg, 59%).

Workup

customThe solvents were removed under reduced pressure
customThe crude product was purified by preparative TLC sheet (methylene chloride:methanol=10:1)

Sources & evidence

ORD record: ord-2c0e66b62ed64fd09d12e80f7c7b9db3
Source dataset: uspto-grants-2010_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07700622B2

Reaction notes

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