Potassium Carbonate → 1-[(2,6-Dimethyl-pyrimidin-4-yl)-amino]4-(4-pyridyl-methyl)-phthalazine

HRID 2054193ノート

反応式

HRID 2054193 の反応式
[NH2:1][C:2]1[CH:7]=[C:6]([CH3:8])[N:5]=[C:4]([CH3:9])[N:3]=1.I[C:11]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[C:14]([CH2:21][C:22]2[CH:27]=[CH:26][N:25]=[CH:24][CH:23]=2)=[N:13][N:12]=1.C([O-])([O-])=O.[K+].[K+]>C1(C)C=CC=CC=1.[Pd].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>[CH3:9][C:4]1[N:3]=[C:2]([NH:1][C:11]2[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[C:14]([CH2:21][C:22]3[CH:27]=[CH:26][N:25]=[CH:24][CH:23]=3)=[N:13][N:12]=2)[CH:7]=[C:6]([CH3:8])[N:5]=1

参加物

6

反応物 3

HCID 11430Potassium CarbonateHCID 680392,6-Dimethyl-4-aminopyrimidineHCID 223864621-Iodo-4-(4-pyridyl-methyl)-phthalazine

生成物 1

HCID 223864801-[(2,6-Dimethyl-pyrimidin-4-yl)-amino]4-(4-pyridyl-methyl)-phthalazine

試薬・触媒・溶媒 2

HCID 11979704Tetrakis(triphenylphosphine)palladium触媒HCID 1140Toluene溶媒

実験手順

To a suspension of 308 mg (2.5 mMol) of 4-amino-2,6-dimethyl-pyrimidine and 694 mg (2.0 mMol) of 1-iodo-4-(4-pyridyl-methyl)-phthalazine in 20 ml of toluene, 415 mg (3.0 mMol) of K2CO3 and 231 mg (0.20 mMol) of tetrakis-(triphenylphosphin)-palladium are added, and the mixture is stirred during 1 h at RT and then 17 h at 110° C. The hot reaction mixture is filtrated, the remaining solid washed out with toluene and petrol ether and discarded. From the filtrate, product crystallizes after cooling. Filtration, washing with toluene/petrol ether and recrystallization from boiling dioxane yields the title compound: m.p 232-233° C.; An. calc.(C20H18N6.0.10 H2O) C, 69.79%; H, 5.33%; N, 24.42%; H2O, 0.52%; An. meas. C, 69.78%; H, 5.32%; N, 24.20%; H2O, 0.5%; FAB-MS (M+H)+=343.

後処理

  1. additionare added
  2. custom17 h
  3. customat 110° C
  4. filtrationThe hot reaction mixture is filtrated
  5. washthe remaining solid washed out with toluene and petrol ether
  6. customFrom the filtrate, product crystallizes
  7. temperatureafter cooling
  8. filtrationFiltration
  9. washwashing with toluene/petrol ether and recrystallization

出典と根拠

ORDレコード
ord-b55f2097f80446559988548195eb3982
出典データセット
uspto-grants-2008_02
特許番号
US07329660B2

反応ノート

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