Dimethyl Sulfoxide → HCID 25056762, compound

HRID 220082Notes

Reaction equation

HRID 220082 reaction equation
CS([C:4]1[N:9]=[CH:8][N:7]=[C:6]([C:10]2[C:11]([NH:16][C:17]3[CH:18]=[C:19]([NH:24][C:25](=[O:36])[C:26]4[CH:31]=[CH:30][CH:29]=[C:28]([C:32]([F:35])([F:34])[F:33])[CH:27]=4)[CH:20]=[CH:21][C:22]=3[CH3:23])=[N:12][N:13]([CH3:15])[CH:14]=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>[CH3:23][C:22]1[CH:21]=[CH:20][C:19]([NH:24][C:25](=[O:36])[C:26]2[CH:31]=[CH:30][CH:29]=[C:28]([C:32]([F:35])([F:34])[F:33])[CH:27]=2)=[CH:18][C:17]=1[NH:16][C:11]1[C: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)=[CH:14][N:13]([CH3:15])[N:12]=1

Participants

5

Reactant 3

HCID 679Dimethyl SulfoxideHCID 4082852-MorpholinoethylamineHCID 59173290HCID 59173290, compound

Product 1

HCID 25056762HCID 25056762, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Conditions

Temperature
80 °C

Procedure

The mixture of N-{3-[4-(6-Methanesulfinyl-pyrimidin-4-yl)-1-methyl-1H-pyrazol-3-ylamino]-4-methyl-phenyl}-3-trifluoromethyl-benzamide (30 mg, 0.058 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-{1-methyl-4-[6-(2-morpholin-4-yl-ethylamino)-pyrimidin-4-yl]-1H-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-d6111366162b46dab67c8fda733c6504
Source dataset
uspto-grants-2012_06
Patent number
US08202876B2

Reaction notes

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