2-Morpholinoethylamine → HCID 24766008, compound

HRID 220079Notes

Reaction equation

HRID 220079 reaction equation
CS([C:4]1[N:9]=[CH:8][N:7]=[C:6]([C:10]2[CH:14]=[N:13][N:12]([CH3:15])[C:11]=2[NH:16][C:17]2[CH:18]=[C:19]([NH:24][C:25](=[O:36])[C:26]3[CH:31]=[CH:30][CH:29]=[C:28]([C:32]([F:35])([F:34])[F:33])[CH:27]=3)[CH:20]=[CH:21][C:22]=2[CH3:23])[CH:5]=1)=O.[N:37]1([CH2:43][CH2:44][NH2:45])[CH2:42][CH2:41][O:40][CH2:39][CH2:38]1>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[N:12]([CH3:15])[N:13]=[CH:14][C:10]=1[C:6]1[CH:5]=[C:4]([NH:45][CH2:44][CH2:43][N:37]2[CH2:42][CH2:41][O:40][CH2:39][CH2:38]2)[N:9]=[CH:8][N:7]=1

Participants

4

Reactant 2

HCID 4082852-MorpholinoethylamineHCID 59173381HCID 59173381, compound

Product 1

HCID 24766008HCID 24766008, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Conditions

Temperature
80 °C

Procedure

The mixture of N-{3-[4-(6-Methanesulfinyl-pyrimidin-4-yl)-2-methyl-2H-pyrazol-3-ylamino]-4-methyl-phenyl}-3-trifluoromethyl-benzamide (40 mg, 0.078 mmol) and 2-Morpholin-4-yl-ethylamine (100 μL) in 2-propanol is heated to 80° C. for 3 hours. The reaction mixture is cooled to room temperature and concentrated. The crude product is then treated with 1 mL DMSO and purified by LC/MS to afford N-(4-Methyl-3-{2-methyl-4-[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. concentrationconcentrated
  3. additionThe crude product is then treated with 1 mL DMSO
  4. custompurified by LC/MS

Sources & evidence

ORD record
ord-967e8531f6434159b64e575434a4dee2
Source dataset
uspto-grants-2012_06
Patent number
US08202876B2

Reaction notes

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