Methoxyacetyl chloride → 6-(2-Methoxyacetamido)-4-(3'-chloroanilino)quinazoline

HRID 52036Notes

Reaction equation

HRID 52036 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[CH:7][N:6]=[C:5]2[NH:12][C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([Cl:19])[CH:14]=1.[CH3:20][O:21][CH2:22][C:23](Cl)=[O:24]>>[CH3:20][O:21][CH2:22][C:23]([NH:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[CH:7][N:6]=[C:5]2[NH:12][C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([Cl:19])[CH:14]=1)=[O:24]

Participants

3

Reactant 2

HCID 96623Methoxyacetyl chlorideHCID 11807783N4-(3-chlorophenyl)quinazoline-4,6-diamine

Product 1

HCID 199631506-(2-Methoxyacetamido)-4-(3'-chloroanilino)quinazolineYield 41%

Procedure

Using an analogous procedure to that described in Example 13 except that the reaction mixture was stirred at ambient temperature rather than being heated to 100° C., 6-amino-4-(3'-chloroanilino)quinazoline was reacted with 2-methoxyacetyl chloride to give 6-(2-methoxyacetamido)-4-(3'-chloroanilino)quinazoline in 41% yield, m.p. 177°-180° C.

Workup

  1. temperaturethan being heated to 100° C.

Sources & evidence

ORD record
ord-59d68f9aa8cd4e46a2c440e783448a5f
Source dataset
uspto-grants-1997_04
Patent number
US05616582

Reaction notes

Loading…