3,4-Dimethoxyaniline → HCID 42625918, compound

HRID 1668789Notes

Reaction equation

HRID 1668789 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:16]=[C:17]([CH:19]=[CH:20][C:21]=1[O:22][CH3:23])[NH2:18].C([O-])(=O)C.[Na+]>>[CH3:13][O:14][C:15]1[CH:16]=[C:17]([NH:18][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:20][C:21]=1[O:22][CH3:23]

Participants

4

Reactant 3

HCID 227703,4-DimethoxyanilineHCID 517045Sodium AcetateHCID 27854214-Chloro-2-methylquinazoline

Product 1

HCID 42625918HCID 42625918, compound

Procedure

The title compound was prepared from 4-chloro-2-methyl-quinazoline (178.6 mg, 1.0 mmol), 3,4-dimethoxy-aniline (153 mg, 1.0 mmol) and sodium acetate (98.4 mg, 1.2 mmol) similar to example 20 to give 295 mg (100%) of off white solids. 1H NMR (CDCl3): 7.85-7.70 (m, 4H), 7.51-7.46 (m, 1H), 7.38 (brs, 1H), 7.16 (dd, J=2.1 Hz, J=8.7 Hz, 1H), 6.90 (d, J=8.7 Hz, 1H), 3.95 (s, 3H)), 3.91 (s, 3H), 2.69 (s, 3H).

Workup

  1. customto give 295 mg (100%) of off white solids

Sources & evidence

ORD record
ord-97baf5203a5e4ceebf78c10cafe580c9
Source dataset
uspto-grants-2011_08
Patent number
US07989462B2

Reaction notes

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