(Methoxycarbonylsulfamoyl)triethylammonium hydroxide → 5-[2-Pyridin-4-yl-5-(1,2,3,6-tetrahydro-pyridin-4-yl)-furan-3-yl]-indan-1-one oxime

HRID 271521

反応式

HRID 271521 の反応式
O[C:2]1([C:8]2[O:12][C:11]([C:13]3[CH:18]=[CH:17][N:16]=[CH:15][CH:14]=3)=[C:10]([C:19]3[CH:20]=[C:21]4[C:25](=[CH:26][CH:27]=3)[C:24](=[N:28][OH:29])[CH2:23][CH2:22]4)[CH:9]=2)[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.[OH-].COC(NS([N+](CC)(CC)CC)(=O)=O)=O>C1COCC1.C(OCC)(=O)C.O>[N:16]1[CH:17]=[CH:18][C:13]([C:11]2[O:12][C:8]([C:2]3[CH2:7][CH2:6][NH:5][CH2:4][CH:3]=3)=[CH:9][C:10]=2[C:19]2[CH:20]=[C:21]3[C:25](=[CH:26][CH:27]=2)[C:24](=[N:28][OH:29])[CH2:23][CH2:22]3)=[CH:14][CH:15]=1

参加物

6

反応物 2

HCID 11032497(Methoxycarbonylsulfamoyl)triethylammonium hydroxideHCID 1363552515-[5-(4-Hydroxy-piperidin-4-yl)-2-pyridin-4-yl-furan-3-yl]-indan-1-one oxime

生成物 1

HCID 1363552525-[2-Pyridin-4-yl-5-(1,2,3,6-tetrahydro-pyridin-4-yl)-furan-3-yl]-indan-1-one oxime収率 60.6%

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

実験手順

A solution of the product of Example 29, Step 1 (1.06 g, 2.0 mmol) in THF (25 ml) at 0° C. was treated with (methoxycarbonylsulfamoyl)-triethylammonium hydroxide inner salt (Burgess reagent, 952 mg, 4 mmol). After 18 hours at room temperature the mixture was diluted with ethyl acetate and water. The organic phase was washed with water and brine, dried and concentrated in vacuo. Purification of the residue by silica gel chromatography gave the title compound (450 mg, 46%); MS(ES+) m/e 486 [M+H]+.

後処理

  1. washThe organic phase was washed with water and brine
  2. customdried
  3. concentrationconcentrated in vacuo
  4. customPurification of the residue by silica gel chromatography

出典と根拠

ORDレコード
ord-1949900c95ff40e99c4c6963f76343fb
出典データセット
uspto-grants-2008_11
特許番号
US07452906B2

関連ノート

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