Dimethyl Sulfoxide → HCID 25056247, compound

HRID 220086Notes

Reaction equation

HRID 220086 reaction equation
CS([C:4]1[N:9]=[CH:8][N:7]=[C:6]([N:10]2[C:14]([NH:15][C:16]3[CH:17]=[C:18]([NH:23][C:24](=[O:35])[C:25]4[CH:30]=[CH:29][CH:28]=[C:27]([C:31]([F:34])([F:33])[F:32])[CH:26]=4)[CH:19]=[CH:20][C:21]=3[CH3:22])=[CH:13][C:12]([CH3:36])=[N:11]2)[CH:5]=1)=O.[N:37]1([CH2:43][CH2:44][NH2:45])[CH2:42][CH2:41][O:40][CH2:39][CH2:38]1.CS(C)=O>CC(O)C>[CH3:22][C:21]1[CH:20]=[CH:19][C:18]([NH:23][C:24](=[O:35])[C:25]2[CH:30]=[CH:29][CH:28]=[C:27]([C:31]([F:34])([F:33])[F:32])[CH:26]=2)=[CH:17][C:16]=1[NH:15][C:14]1[N:10]([C:6]2[CH:5]=[C:4]([NH:45][CH2:44][CH2:43][N:37]3[CH2:42][CH2:41][O:40][CH2:39][CH2:38]3)[N:9]=[CH:8][N:7]=2)[N:11]=[C:12]([CH3:36])[CH:13]=1

Participants

5

Reactant 3

HCID 679Dimethyl SulfoxideHCID 4082852-MorpholinoethylamineHCID 59173448HCID 59173448, compound

Product 1

HCID 25056247HCID 25056247, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Conditions

Temperature
80 °C

Procedure

The mixture of N-{3-[2-(6-Methanesulfinyl-pyrimidin-4-yl)-5-methyl-2H-pyrazol-3-ylamino]-4-methyl-phenyl}-3-trifluoromethyl-benzamide (20 mg, 0.04 mmol) and 2-Morpholin-4-yl-ethylamine (100 uL) in 2-propanol is heated to 80° C. for 3 hours. The reaction mixture is cooled to room temperature and condensed. The crude product is then treated with 1 mL DMSO and purified by LC/MS to afford N-(4-Methyl-3-{5-methyl-2-[6-(2-morpholin-4-yl-ethylamino)-pyrimidin-4-yl]-2H-pyrazol-3-ylamino}-phenyl)-3-trifluoromethyl-benzamide.

Workup

  1. temperatureThe reaction mixture is cooled to room temperature
  2. customcondensed
  3. custompurified by LC/MS

Sources & evidence

ORD record
ord-eea6d365bb3e4dffb1ba87b8bb416c38
Source dataset
uspto-grants-2012_06
Patent number
US08202876B2

Reaction notes

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