2-(Benzenesulfonyl)-3-phenyloxaziridine → 8-cyclopentyl-6-iodo-2-methanesulfinyl-5-methyl-8H-pyrido[2,3-d]pyrimidin-7-one

HRID 1271958ノート

反応式

HRID 1271958 の反応式
[CH:1]1([N:6]2[C:11]3[N:12]=[C:13]([S:16][CH3:17])[N:14]=[CH:15][C:10]=3[C:9]([CH3:18])=[C:8]([I:19])[C:7]2=[O:20])[CH2:5][CH2:4][CH2:3][CH2:2]1.C1(S(N2C(C3C=CC=CC=3)O2)(=O)=[O:28])C=CC=CC=1>ClCCl>[CH:1]1([N:6]2[C:11]3[N:12]=[C:13]([S:16]([CH3:17])=[O:28])[N:14]=[CH:15][C:10]=3[C:9]([CH3:18])=[C:8]([I:19])[C:7]2=[O:20])[CH2:2][CH2:3][CH2:4][CH2:5]1

参加物

4

反応物 2

HCID 3204052-(Benzenesulfonyl)-3-phenyloxaziridineHCID 113954978-cyclopentyl-6-iodo-5-methyl-2-methylsulfanyl-8H-pyrido[2,3-d]pyrimidin-7-one

生成物 1

HCID 112122208-cyclopentyl-6-iodo-2-methanesulfinyl-5-methyl-8H-pyrido[2,3-d]pyrimidin-7-one収率 74%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

8-Cyclopentyl-6-iodo-5-methyl-2-methylsulfanyl-8H-pyrido[2,3-d]pyrimidin-7-one (1.51 g, 3.76 mmol) and 2-benzenesulfonyl-3-phenyloxaziridine (0.98 g, 3.76 mmol) were combined in dichloromethane (14 mL) and stirred at room temperature until no starting material remained. The solvent was removed in vacuo and the residue was purified by chromatography (gradient 50% ethyl acetate in heptane to 100% ethyl acetate) to provide 8-cyclopentyl-6-iodo-2-methanesulfinyl-5-methyl-8H-pyrido[2,3-d]pyrimidin-7-one (1.16 g, 74%) as a white solid. MS (ESI); M++1: Calc'd, 418, Found 418. 1H NMR δ (300 MHz, CDCl3) 9.13 (s, 1H), 6.14–6.02 (m, 1H), 2.98 (s, 3H), 2.80 (s, 3H), 2.27–2.06 (m, 4H), 2.00–1.87 (m, 2H), 1.72–1.63 (m, 2H).

後処理

  1. customThe solvent was removed in vacuo
  2. customthe residue was purified by chromatography (gradient 50% ethyl acetate in heptane to 100% ethyl acetate)

出典と根拠

ORDレコード
ord-f2c6938f23b24f1697659d04b65335ef
出典データセット
uspto-grants-2007_04
特許番号
US07208489B2

反応ノート

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