3,4-Dimethoxyaniline → HCID 16805556, compound

HRID 1668800Notes

Reaction equation

HRID 1668800 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=[CH:4][N:3]=1.[CH3:12][O:13][C:14]1[CH:15]=[C:16]([CH:18]=[CH:19][C:20]=1[O:21][CH3:22])[NH2:17].C([O-])(=O)C.[Na+]>>[CH3:12][O:13][C:14]1[CH:15]=[C:16]([NH:17][C:2]2[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[N:5]=[CH:4][N:3]=2)[CH:18]=[CH:19][C:20]=1[O:21][CH3:22]

Participants

4

Reactant 3

HCID 227703,4-DimethoxyanilineHCID 788644-ChloroquinazolineHCID 517045Sodium Acetate

Product 1

HCID 16805556HCID 16805556, compound

Procedure

The title compound was prepared from 4-chloro-quinazoline (82.3 mg, 0.5 mmol), 3,4-dimethoxy-aniline (76.6 mg, 0.5 mmol) and sodium acetate (49.2 mg, 0.6 mmol) similar to example 20 to give 138 mg (92.5%) of off white solids. 1H NMR (CDCl3): 8.74 (s, 1H), 7.91 (t, J=8.7 Hz, 2H), 7.57 (t, J=8.1 Hz, 1H), 7.57 (t, J=8.1 Hz, 1H), 7.45 (s, 1H), 7.38 (d, J=2.4 Hz, 1H), 7.16-7.13 (m, 1H), 6.92 (d, J=8.4 Hz, 1H), 3.93-3.91 (m, 6H).

Workup

  1. customto give 138 mg (92.5%) of off white solids

Sources & evidence

ORD record
ord-58eca90c882a4822a98a00ae4f9ba3c9
Source dataset
uspto-grants-2011_08
Patent number
US07989462B2

Reaction notes

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