Methylamine → HCID 178482368, compound

HRID 489942Notes

Reaction equation

HRID 489942 reaction equation
Cl[C:2]1[N:7]=[C:6]([C:8]2[C:9]([C:13]3[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=3)=[N:10][NH:11][CH:12]=2)[CH:5]=[CH:4][N:3]=1.[CH3:20][NH2:21]>>[F:19][C:16]1[CH:17]=[CH:18][C:13]([C:9]2[C:8]([C:6]3[CH:5]=[CH:4][N:3]=[C:2]([NH:21][CH3:20])[N:7]=3)=[CH:12][NH:11][N:10]=2)=[CH:14][CH:15]=1

Participants

3

Reactant 2

HCID 6329MethylamineHCID 178505591HCID 178505591, compound

Product 1

HCID 178482368HCID 178482368, compound

Conditions

Temperature
100 °C

Procedure

A suspension of 2-chloro-4-[3-(4-fluorophenyl)-1H-pyrazol-4-yl]pyrimidine prepared in accordance with Example A-299 (0.3 g, 0.0011 mol) in 10 mL of methylamine (40% water solution) was heated in a sealed tube at 100° C. overnight. The mixture was then cooled to room temperature and the precipitate was filtered, air-dried to give 0.2 g of product, 4-[3-(4-fluorophenyl)-1H-pyrazol-4-yl]-N-methyl-2-pyrimidinamine, as a white solid (68% yield), mp: 217-218° C.; Anal Calc'd for C14H12FN5: C, 62.45; H, 4.49; N, 26.01. Found: C, 62.58; H, 4.36; N, 25.90.

Workup

  1. temperatureThe mixture was then cooled to room temperature
  2. filtrationthe precipitate was filtered
  3. customair-dried

Sources & evidence

ORD record
ord-02da112cdf4541f4a3713cfcdeeb4e38
Source dataset
uspto-grants-2005_12
Patent number
US06979686B1

Reaction notes

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