1,3-Dibromopropane → n-(4-((7-(3-Bromopropoxy)-6-cyano-4-quinolyl)oxy)-2-chlorophenyl)-n'-cyclopropylurea

HRID 1010291Notes

Reaction equation

HRID 1010291 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[OH:13])[N:9]=[CH:8][CH:7]=[C:6]2[O:14][C:15]1[CH:20]=[CH:19][C:18]([NH:21][C:22]([NH:24][CH:25]2[CH2:27][CH2:26]2)=[O:23])=[C:17]([Cl:28])[CH:16]=1)#[N:2].[Br:29][CH2:30][CH2:31][CH2:32]Br>>[Br:29][CH2:30][CH2:31][CH2:32][O:13][C:12]1[CH:11]=[C:10]2[C:5]([C:6]([O:14][C:15]3[CH:20]=[CH:19][C:18]([NH:21][C:22]([NH:24][CH:25]4[CH2:26][CH2:27]4)=[O:23])=[C:17]([Cl:28])[CH:16]=3)=[CH:7][CH:8]=[N:9]2)=[CH:4][C:3]=1[C:1]#[N:2]

Participants

3

Reactant 2

HCID 80011,3-DibromopropaneHCID 135829385n-(4-(6-Cyano-7-hydroxy-4-quinolyl)oxy-2-chlorophenyl)-n'-cyclopropylurea

Product 1

HCID 22936714n-(4-((7-(3-Bromopropoxy)-6-cyano-4-quinolyl)oxy)-2-chlorophenyl)-n'-cyclopropylureaYield 15.6%

Procedure

The title compound (129 mg, 0.250 mmol, 15.6%) was obtained as light brown crystals from an N-(4-(6-cyano-7-hydroxy-4-quinolyl)oxy-2-chlorophenyl)-N′-cyclopropylurea crude product (500 mg, 1.60 mmol) and 1,3-dibromopropane, by the same procedure as in Example 7.

Sources & evidence

ORD record
ord-29fc657efe20442dbcf692f1e4d17f51
Source dataset
uspto-grants-2011_07
Patent number
US07973160B2

Reaction notes

Loading…