4-Isopropoxyaniline → 2-Methyl-N-{4-[(propan-2-yl)oxy]phenyl}quinazolin-4-amine

HRID 1436273Notes

Reaction equation

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

Participants

Reactant 2

HCID 821124-Isopropoxyaniline

HCID 27854214-Chloro-2-methylquinazoline

Product 1

HCID 579388052-Methyl-N-{4-[(propan-2-yl)oxy]phenyl}quinazolin-4-amine

Procedure

The title compound was prepared from 4-chloro-2-methyl-quinazoline (100 mg, 0.56 mmol), 4-isopropoxy-phenylamine (84.66 mg, 0.56 mmol) by a procedure similar to example 78. 1H NMR (CDCl3): 7.84-7.72 (m, 3H), 7.70-7.66 (m, 2H)), 7.50-7.45 (m, 1H), 7.30 (brs, 1H), 6.96-6.93 (m, 2H), 4.59-4.51 (m, 1H), 2.68 (s, 3H), 1.36 (d, J=6.3 Hz, 6H).

Sources & evidence

ORD record: ord-6b407d644f9d422ea68affec4e14a685
Source dataset: uspto-grants-2009_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07618975B2

Reaction notes

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