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2,4,6-Trimethoxyaniline → 2-Methyl-N-(2,4,6-trimethoxyphenyl)quinazolin-4-amine

HRID 1436275
Notes
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Reaction equation

HRID 1436275 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.[CH3:13][O:14][C:15]1[CH:20]=[C:19]([O:21][CH3:22])[CH:18]=[C:17]([O:23][CH3:24])[C:16]=1[NH2:25]>>[CH3:12][C:4]1[N:3]=[C:2]([NH:25][C:16]2[C:17]([O:23][CH3:24])=[CH:18][C:19]([O:21][CH3:22])=[CH:20][C:15]=2[O:14][CH3:13])[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=1
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 842712,4,6-TrimethoxyanilineHCID 27854214-Chloro-2-methylquinazoline

Product 1

HCID 579388022-Methyl-N-(2,4,6-trimethoxyphenyl)quinazolin-4-amine

Procedure

The title compound was prepared from 4-chloro-2-methyl-quinazoline (89.3 mg, 0.5 mmol), 2,4,6-trimethoxy-phenylamine (91.6 mg, 0.5 mmol) by a procedure similar to example 78. 1H NMR (CDCl3): 7.86 (d, J=8.4 Hz, 1H), 7.80 (d, J=8.4 Hz, 1H), 7.71 (t, J=6.6 Hz, 1H), 7.41 (t, J=8.1 Hz, 1H), 6.81 (brs, 1H), 6.25 (s, 2H), 3.87 (s, 3H), 3.79 (s, 6H), 2.57 (s, 3H).

Sources & evidence

ORD record
ord-07caf906f8d9422fa17f7a791fbcb5d0
Source dataset
uspto-grants-2009_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07618975B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes