4-Ethoxyaniline → 4-Quinazolinamine, N-(4-ethoxyphenyl)-2-methyl-

HRID 1876127Notes

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.[CH2:13]([O:15][C:16]1[CH:22]=[CH:21][C:19]([NH2:20])=[CH:18][CH:17]=1)[CH3:14]>>[CH2:13]([O:15][C:16]1[CH:22]=[CH:21][C:19]([NH:20][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:18][CH:17]=1)[CH3:14]

Participants

Reactant 2

HCID 90764-Ethoxyaniline

HCID 27854214-Chloro-2-methylquinazoline

Product 1

HCID 44150394-Quinazolinamine, N-(4-ethoxyphenyl)-2-methyl-

Procedure

The title compound was prepared from 4-chloro-2-methylquinazoline and 4-ethoxyaniline by a procedure similar to Example 28 (93%). 1H NMR (CDCl3): 7.83 (m, 1H), 7.81 (m, 1H), 7.42 (m, 1H), 7.65-7.71 (m, 2H), 7.46 (ddd, J=8.4, 6.9, 1.5, 1H), 7.37 (s, broad, 1H), 6.92-6.97 (m, 2H), 4.06 (q, J=6.9, 2H), 2.68 (s, 3H), 1.43 (t, J=6.9, 3H).

Sources & evidence

ORD record: ord-346a0c24e1104a5c8b8a51a67d8e0d88
Source dataset: uspto-grants-2012_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08309562B2

Reaction notes

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