Triphenylphosphine → 7-Hydroxy-1-methyl-2,3-dihydroimidazo[1,2-C]pyrimidin-5(1H)-one

HRID 873038ノート

反応式

HRID 873038 の反応式
O[CH2:2][CH2:3][N:4]([CH3:13])[C:5]1[NH:10][C:9](=[O:11])[NH:8][C:7](=[O:12])[CH:6]=1.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.CC(OC(/N=N/C(OC(C)C)=O)=O)C>O1CCCC1>[CH3:13][N:4]1[C:5]2[N:10]([C:9](=[O:11])[NH:8][C:7](=[O:12])[CH:6]=2)[CH2:2][CH2:3]1

参加物

5

反応物 3

HCID 11776TriphenylphosphineHCID 5363146Diisopropyl azodicarboxylateHCID 867241596-((2-hydroxyethyl)(methyl)amino)pyrimidine-2,4(1H,3H)-dione

生成物 1

HCID 596353557-Hydroxy-1-methyl-2,3-dihydroimidazo[1,2-C]pyrimidin-5(1H)-one収率 99.1%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a suspension of 6-((2-hydroxyethyl)(methyl)amino)pyrimidine-2,4(1H,3H)-dione (0.463 g, 2.5 mmol) in tetrahydrofuran (310 ml) at rt was added Ph3P (1.967 g, 7.50 mmol), then DIAD (1.458 ml, 7.50 mmol) was added dropwise. The reaction mixture was stirred at rt for 3 h, and concentrated. The residue was partitioned between ethyl ether and water. The aqueous phase was separated, washed with ethyl ether again, and then concentrated to afford the title compound as a light-yellow solid (0.414 g, 99% yield).

後処理

  1. concentrationconcentrated
  2. customThe residue was partitioned between ethyl ether and water
  3. customThe aqueous phase was separated
  4. washwashed with ethyl ether again
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-e2de2b01afab4e919be4aacf0f8542af
出典データセット
uspto-grants-2015_03
特許番号
US08975400B2

反応ノート

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