Triacetoxyperiodinane → HCID 57732435、化合物

HRID 1365068ノート

反応式

HRID 1365068 の反応式
[NH2:1][C:2]1[N:7]=[C:6]([C:8]2[CH:9]=[CH:10][C:11]([F:22])=[C:12]([CH:14]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[OH:15])[CH:13]=2)[CH:5]=[CH:4][N:3]=1.CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O>C(Cl)Cl>[NH2:1][C:2]1[N:7]=[C:6]([C:8]2[CH:9]=[CH:10][C:11]([F:22])=[C:12]([C:14]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[O:15])[CH:13]=2)[CH:5]=[CH:4][N:3]=1

参加物

4

反応物 2

HCID 159087TriacetoxyperiodinaneHCID 57732438HCID 57732438、化合物

生成物 1

HCID 57732435HCID 57732435、化合物

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A round-bottomed flask was charged with [5-(2-amino-4-pyrimidinyl)-2-fluorophenyl]-(phenyl)methanol and dissolved in methylene chloride (10 mL). The resulting solution was treated with Dess-Martin periodinane and stirred at room temperature for 30 min. The reaction was quenched with a saturated solution of sodium bicarbonate, then the organic layer was removed, dried over magnesium sulfate and concentrated. The residue was purified by silica gel chromatography to provide [5-(2-amino-4-pyrimidinyl)-2-fluorophenyl](phenyl)methanone (30 mg) as a white powder. H1 NMR (d6-dmso): 8.28-8.36 (m, 2H), 8.27 (dd, 1H), 7.79 (d, 2H), 7.70 (t, 1H), 7.56 (t, 2H), 7.50 (dd, 1H), 7.17 (d, 1H), 6.71 (br s, 2H). Mass (ES+)=294.1 (100%).

後処理

  1. customThe reaction was quenched with a saturated solution of sodium bicarbonate
  2. customthe organic layer was removed
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated
  5. customThe residue was purified by silica gel chromatography

出典と根拠

ORDレコード
ord-06f5dfc0c96c4255ad352841ccf2743a
出典データセット
uspto-grants-2011_02
特許番号
US07888503B2

反応ノート

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