Acetic Acid → 1-methyl-3-pentyl-3,7-dihydro-1H-purine-2,6-dione

HRID 1943824ノート

反応式

HRID 1943824 の反応式
[CH3:1][N:2]1[C:10](=[O:11])[C:9]2[N:8](CC=C)[CH:7]=[N:6][C:5]=2[N:4]([CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])[C:3]1=[O:20].C1([SiH3])C=CC=CC=1.C(O)(=O)C>C(Cl)Cl.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[CH3:1][N:2]1[C:10](=[O:11])[C:9]2[NH:8][CH:7]=[N:6][C:5]=2[N:4]([CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])[C:3]1=[O:20]

参加物

6

反応物 3

HCID 176Acetic AcidHCID 12752PhenylsilaneHCID 592995971-methyl-3-pentyl-7-(2-propen-1-yl)-3,7-dihydro-1H-purine-2,6-dione

生成物 1

HCID 248477161-methyl-3-pentyl-3,7-dihydro-1H-purine-2,6-dione

試薬・触媒・溶媒 2

HCID 178418397HCID 178418397、化合物触媒HCID 6344Dichloromethane溶媒

実験手順

1-methyl-3-pentyl-7-(2-propen-1-yl)-3,7-dihydro-1H-purine-2,6-dione (0.45 g, 1.63 mmol), phenylsilane (0.25 ml, 2.03 mmol) and tetrakis(triphenylphosphine)palladium(0) (0.35 g, 0.3 mmol) was dissolved in DCM (10 ml) containing acetic acid (6 ml). The air in the flask was replaced by nitrogen by evacuating the flask then filling with nitrogen (×3) and the reaction mixture heated to 45 C for 4 h. The solution was allowed to cool diluted with DCM then washed with water then saturated sodium bicarbonate solution. The organics were isolated, dried and concentrated to yield crude product. Purification by SPE (silica) eluting with ether provided the product, 0.06 g, 16%. m/z 237 [MH+].

後処理

  1. customby evacuating the flask
  2. temperaturethe reaction mixture heated to 45 C for 4 h
  3. temperatureto cool
  4. additiondiluted with DCM
  5. washthen washed with water
  6. customThe organics were isolated
  7. customdried
  8. concentrationconcentrated
  9. customto yield crude product
  10. customPurification by SPE (silica)
  11. washeluting with ether
  12. customprovided the product, 0.06 g, 16%

出典と根拠

ORDレコード
ord-d1267c85f4c44583b7942d11306abf53
出典データセット
uspto-grants-2013_03
特許番号
US08394808B2

反応ノート

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