Methyl iodide → HCID 69639709, 화합물

HRID 1245399노트

반응식

HRID 1245399 반응식
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]

참가 물질

5

반응물 3

HCID 6328Methyl iodideHCID 10942334Sodium MethoxideHCID 86592945HCID 86592945, 화합물

생성물 1

HCID 69639709HCID 69639709, 화합물수율 99%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-77a148c2fc744cbdacaec90343643539
출처 데이터셋
uspto-grants-2006_10
특허 번호
US07125870B2

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