1-(5-Bromo-2-chlorobenzyl)-3-methylurea → N-[[2-chloro-5-[3-(3,4-dihydro-2H-1-benzopyran-6-yl)-1H-pyrazol-1-yl]phenyl]methyl]-N'-methylurea

HRID 1408418Notes

Reaction equation

HRID 1408418 reaction equation
Br[C:2]1[CH:3]=[CH:4][C:5]([Cl:14])=[C:6]([CH2:8][NH:9][C:10]([NH:12][CH3:13])=[O:11])[CH:7]=1.[O:15]1[C:20]2[CH:21]=[CH:22][C:23]([C:25]3[CH:29]=[CH:28][NH:27][N:26]=3)=[CH:24][C:19]=2[CH2:18][CH2:17][CH2:16]1>>[Cl:14][C:5]1[CH:4]=[CH:3][C:2]([N:27]2[CH:28]=[CH:29][C:25]([C:23]3[CH:22]=[CH:21][C:20]4[O:15][CH2:16][CH2:17][CH2:18][C:19]=4[CH:24]=3)=[N:26]2)=[CH:7][C:6]=1[CH2:8][NH:9][C:10]([NH:12][CH3:13])=[O:11]

Participants

3

Reactant 2

HCID 671513081-(5-Bromo-2-chlorobenzyl)-3-methylurea3×HCID 178419929HCID 178419929, compound

Product 1

HCID 67151198N-[[2-chloro-5-[3-(3,4-dihydro-2H-1-benzopyran-6-yl)-1H-pyrazol-1-yl]phenyl]methyl]-N'-methylurea

Procedure

N-[(5-bromo-2-chlorophenyl)methyl]-N′-methylurea (i.e. the product of Step A) (0.61 g, 2.2 mmol) was reacted with 3-(3,4-dihydro-2H-1-benzopyran-6-yl)-1H-pyrazole (i.e. the product of Step A of Synthesis Example 1) (0.40 g, 2.0 mmol) using a procedure analogous to Step B of Synthesis Example 1 to provide the title product, a compound of the present invention, as a solid (0.03 g).

Workup

  1. customanalogous to Step B of Synthesis Example 1

Sources & evidence

ORD record
ord-5237eacfda044c2e99e75a032aa3dc2c
Source dataset
uspto-grants-2014_12
Patent number
US08921360B2

Reaction notes

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