Diphenyl Ether → HCID 19754166, compound

HRID 1588483Notes

Reaction equation

HRID 1588483 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([CH3:8])[N:5]=[C:4]([N:9]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[CH2:11][CH2:10]2)[CH:3]=1.C1(OC2C=CC=CC=2)C=CC=CC=1>[Pd]>[NH2:1][C:2]1[N:7]=[C:6]([CH3:8])[N:5]=[C:4]([N:9]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[CH:11]=[CH:10]2)[CH:3]=1

Participants

4

Reactant 2

HCID 7583Diphenyl EtherHCID 19754241HCID 19754241, compound

Product 1

HCID 19754166HCID 19754166, compoundYield 95.3%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

A mixture of 6-amino-4-(1-indolinyl)-2-methylpyrimidine (4.5 g, 20 mM), 30% w/w palladium on charcoal (0.45 g) and diphenyl ether (15 ml) was heated under reflux in an argon atmosphere for 1 hour. The solid was removed by filtration and the filtrate was diluted with hexane (100 ml) to give 6-amino-4-(1-indolyl)-2-methylpyrimidine (4.25 g, 95%) as a pale yellow solid, m.p. 176°-177° C.; microanalysis, found: C,69.5; H,5.5; N,24.4%; C13H12N4 requires C,69.64; H,5.36; N,25.0%.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux in an argon atmosphere for 1 hour
  3. customThe solid was removed by filtration
  4. additionthe filtrate was diluted with hexane (100 ml)

Sources & evidence

ORD record
ord-c0d04af25afa41cda751bf297cf7ed90
Source dataset
uspto-grants-1993_06
Patent number
US05223505

Reaction notes

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