Methylamine → HCID 18385285, 화합물

HRID 2298242노트

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HRID 2298242 반응식
[H-].[Na+].[F:3][C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[NH:9][CH:8]=[CH:7]2.Br[CH2:14][C:15]1[CH:16]=[C:17]([CH:30]=[CH:31][CH:32]=1)[CH2:18][N:19]1C(=O)C2C(=CC=CC=2)C1=O.CN>CN(C=O)C.C(OCC)(=O)C>[F:3][C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[N:9]([CH2:14][C:15]1[CH:16]=[C:17]([CH:30]=[CH:31][CH:32]=1)[CH2:18][NH2:19])[CH:8]=[CH:7]2

참가 물질

7

반응물 4

HCID 6329MethylamineHCID 24758Sodium hydrideHCID 678615-FluoroindoleHCID 309016HCID 309016, 화합물

생성물 1

HCID 18385285HCID 18385285, 화합물수율 110.5%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

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온도
80 °C

실험 절차

Sodium hydride (55% dispersion in oil, 63 mg, 1.44 mmol) was added to a solution of 5-fluoro-indol (150 mg, 1.11 mmol) in dry DMF (3 mL). The mixture was stirred under nitrogen for 15 min. 2-(3-Bromomethyl-benzyl)-isoindole-1,3-dione (403 mg, 1.22 mmol) was added and the mixture was stirred at room temperature over night. After cooling, aqueous methylamine (40%, 5 mL) was added and this mixture was heated at 80° C. over night. Ethyl acetate was added and the organic phase was washed three times with water, brine, dried and concentrated to give 312 mg of the sub-title compound sufficiently pure for the next step.

후처리

  1. stirringthe mixture was stirred at room temperature over night
  2. temperatureAfter cooling
  3. washthe organic phase was washed three times with water, brine
  4. customdried
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-6e38a33fefc04f6d9494f806127a45e4
출처 데이터셋
uspto-grants-2002_12
특허 번호
US06492406B1

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