Methylamine → 1018473-23-8

HRID 220093Notes

Reaction equation

HRID 220093 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([NH2:14])[N:5]([C:7]2[CH:12]=[C:11](Cl)[N:10]=[CH:9][N:8]=2)[N:6]=1.[CH3:15][NH2:16]>CC(O)C>[NH2:14][C:4]1[N:5]([C:7]2[N:8]=[CH:9][N:10]=[C:11]([NH:16][CH3:15])[CH:12]=2)[N:6]=[C:2]([CH3:1])[CH:3]=1

Participants

4

Reactant 2

HCID 6329MethylamineHCID 454804721-(6-Chloropyrimidin-4-yl)-3-methyl-1H-pyrazol-5-amine

Product 1

HCID 591733071018473-23-8Yield 97%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Conditions

Temperature
50 °C

Procedure

5-Methyl-2-(6-chloro-pyrimidin-4-yl)-2H-pyrazol-3-ylamine (2.09 g, 10 mmol) was mixed with methyl amine (40% in water, 9 mL) and 2-propanol (30 mL). The mixture was heated at 50° C. in a sealed tube. After 4 h, the reaction mixture was cooled to room temperature and condensed, triturated with water, and filtered. The solid was washed with water, air-dried to give [6-(5-amino-3-methyl-pyrazol-1-yl)-pyrimidin-4-yl]-methyl-amine (2.08 g, Yield 97%): 1H NMR 400 MHz (d6-DMSO) δ 8.80 (s, 1H), 7.44 (s, 1H), 6.82-6.74 (m, 3H), 5.19 (s, 1H), 2.83 (s, 3H), 2.06 (s, 3H); MS m/z 210.64 (M+1).

Workup

  1. temperaturethe reaction mixture was cooled to room temperature
  2. customcondensed
  3. customtriturated with water
  4. filtrationfiltered
  5. washThe solid was washed with water
  6. customair-dried

Sources & evidence

ORD record
ord-3596518c8cd54bdfadccc486f8e6cd74
Source dataset
uspto-grants-2012_06
Patent number
US08202876B2

Reaction notes

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