Methylamine → HCID 22459686, compound

HRID 2185101Notes

Reaction equation

HRID 2185101 reaction equation
Cl[C:2]1[N:7]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[N:5]=[C:4]([NH:14][C:15]2[CH:20]=[CH:19][C:18]([C:21]3[O:25][CH:24]=[N:23][CH:22]=3)=[C:17]([O:26][CH3:27])[CH:16]=2)[N:3]=1.C1COCC1.[CH3:33][NH2:34]>>[CH3:27][O:26][C:17]1[CH:16]=[C:15]([NH:14][C:4]2[N:3]=[C:2]([NH:34][CH3:33])[N:7]=[C:6]([C:8]3[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=3)[N:5]=2)[CH:20]=[CH:19][C:18]=1[C:21]1[O:25][CH:24]=[N:23][CH:22]=1

Participants

4

Reactant 3

HCID 6329MethylamineHCID 8028TetrahydrofuranHCID 22459751HCID 22459751, compound

Product 1

HCID 22459686HCID 22459686, compoundYield 83%

Conditions

Temperature
80 °C

Procedure

4-Chloro-N-[3-methoxy-4-(5-oxazolyl)phenyl]-6-phenyl-1,3,5-triazin-2-amine, 103, (27 mg, 0.07 mmol) was suspended in 2M methylamine in THF (1 mL, 2 mmol) was added and the reaction mixture heated in a sealed tube at 80° C. overnight. The product was filtered and purified by flash column chromatography (2% methanol in methylene chloride) to yield 22 mg (83%) of the title compound LCMS (Ret Time=3.15 min, HPLC condition B) M+H+=375.23 (100%).

Workup

  1. additionwas added
  2. filtrationThe product was filtered
  3. custompurified by flash column chromatography (2% methanol in methylene chloride)

Sources & evidence

ORD record
ord-ed342c9cfed548779ef10cac82ecc753
Source dataset
uspto-grants-2002_06
Patent number
US06399773B1

Reaction notes

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