2-Bromo-1-[1-[(4-methoxyphenyl)methyl]-1H-pyrazol-4-yl]-1-propanone → HCID 86658548, compound

HRID 1520195Notes

Reaction equation

HRID 1520195 reaction equation
[Br:1][CH:2]([CH3:19])[C:3]([C:5]1[CH:6]=[N:7][N:8]([CH2:10][C:11]2[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][CH:12]=2)[CH:9]=1)=O.[I:20][C:21]1[N:26]=[C:25]([NH:27][C:28]([NH2:30])=[S:29])[CH:24]=[CH:23][CH:22]=1>CC(C)=O>[BrH:1].[CH3:18][O:17][C:14]1[CH:15]=[CH:16][C:11]([CH2:10][N:8]2[CH:9]=[C:5]([C:3]3[N:30]=[C:28]([NH:27][C:25]4[CH:24]=[CH:23][CH:22]=[C:21]([I:20])[N:26]=4)[S:29][C:2]=3[CH3:19])[CH:6]=[N:7]2)=[CH:12][CH:13]=1

Participants

4

Reactant 2

HCID 866585502-Bromo-1-[1-[(4-methoxyphenyl)methyl]-1H-pyrazol-4-yl]-1-propanoneHCID 86658551HCID 86658551, compound

Product 1

HCID 86658548HCID 86658548, compoundYield 65%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

According to Scheme 2 Step 4: A solution of 2-bromo-1-(1-(4-methoxybenzyl)-1H-pyrazol-4-yl)propan-1-one (0.36 mmol, 116 mg) and of 1-(6-iodopyridin-2-yl)thiourea (0.36 mmol, 100 mg) in acetone (1.8 mL) was stirred at 60° C. for 2 days. The precipitate formed was filtered and was washed with Et2O to yield N-(4-(1-(4-methoxybenzyl)-1H-pyrazol-4-yl)-5-methylthiazol-2-yl)-6-iodopyridin-2-amine hydrobromide (0.23 mmol, 136 mg, 65%) as a white solid.

Workup

  1. customThe precipitate formed
  2. filtrationwas filtered
  3. washwas washed with Et2O

Sources & evidence

ORD record
ord-93a3f47bad2c492188a46fdeedaed438
Source dataset
uspto-grants-2015_07
Patent number
US09073907B2

Reaction notes

Loading…