Methyl iodide → HCID 69639709、化合物

HRID 1245399ノート

反応式

HRID 1245399 の反応式
C[O-].[Na+].[CH3:4][O:5][C:6](=[O:37])[CH2:7][CH:8]([S:33][C:34](=O)C)[CH:9]1[O:13][N:12]=[C:11]([C:14]2[CH:19]=[CH:18][C:17]([O:20][CH2:21][C:22]3[C:31]4[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=4)[N:25]=[C:24]([CH3:32])[CH:23]=3)=[CH:16][CH:15]=2)[CH2:10]1.CI>CO>[CH3:4][O:5][C:6](=[O:37])[CH2:7][CH:8]([CH:9]1[O:13][N:12]=[C:11]([C:14]2[CH:19]=[CH:18][C:17]([O:20][CH2:21][C:22]3[C:31]4[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=4)[N:25]=[C:24]([CH3:32])[CH:23]=3)=[CH:16][CH:15]=2)[CH2:10]1)[S:33][CH3:34]

参加物

5

反応物 3

HCID 6328Methyl iodideHCID 10942334Sodium MethoxideHCID 86592945HCID 86592945、化合物

生成物 1

HCID 69639709HCID 69639709、化合物収率 99%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

Sodium methoxide (28% in methanol) (0.050 mL, 0.22 mmol) was added to a suspension of the product from step 11b (0.085 g, 0.18 mmol) in methanol (1.5 mL) at room temperature. The reaction turned clear and was stirred for 45 minutes, and then methyl iodide (0.05 mL, 0.80 mmol) was added. The reaction was stirred an additional 45 minutes, quenched with aqueous ammonium chloride, concentrated to remove the methanol, and partitioned between ethyl acetate and water. The organic layer was washed with brine, dried with magnesium sulfate, and concentrated to give 3-{3-[4-(2-methyl-quinolin-4-ylmethoxy)-phenyl]-4,5-dihydro-isoxazol-5-yl}-3-methylsulfanyl-propionic acid methyl ester (0.08 g, 99%) as an oil. MS found: (M+H)+=451.

後処理

  1. stirringThe reaction was stirred an additional 45 minutes
  2. customquenched with aqueous ammonium chloride
  3. concentrationconcentrated
  4. customto remove the methanol
  5. custompartitioned between ethyl acetate and water
  6. washThe organic layer was washed with brine
  7. dry with materialdried with magnesium sulfate
  8. concentrationconcentrated

出典と根拠

ORDレコード
ord-77a148c2fc744cbdacaec90343643539
出典データセット
uspto-grants-2006_10
特許番号
US07125870B2

反応ノート

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