Water → 2-Bromo-4-(3,6,6-trimethyl-4-oxo-4,5,6,7-tetrahydro-indol-1-yl)-benzonitrile

HRID 900455

반응식

HRID 900455 반응식
[CH3:1][C:2]1[C:10]2[C:9](=[O:11])[CH2:8][C:7]([CH3:13])([CH3:12])[CH2:6][C:5]=2[NH:4][CH:3]=1.[Br:14][C:15]1[CH:22]=[C:21](F)[CH:20]=[CH:19][C:16]=1[C:17]#[N:18].[H-].[Na+].O>CN(C)C=O>[Br:14][C:15]1[CH:22]=[C:21]([N:4]2[C:5]3[CH2:6][C:7]([CH3:13])([CH3:12])[CH2:8][C:9](=[O:11])[C:10]=3[C:2]([CH3:1])=[CH:3]2)[CH:20]=[CH:19][C:16]=1[C:17]#[N:18]

참가 물질

6

반응물 4

HCID 962WaterHCID 24758Sodium hydrideHCID 1189392-Bromo-4-fluorobenzonitrileHCID 248207983,6,6-trimethyl-6,7-dihydro-1H-indol-4(5H)-one

생성물 1

HCID 118539082-Bromo-4-(3,6,6-trimethyl-4-oxo-4,5,6,7-tetrahydro-indol-1-yl)-benzonitrile

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
55 °C

실험 절차

The title compound of Example 1 (9.8 g, 55.3 mmol) and 2-bromo-4-fluorobenzonitrile (13.27 g, 66.4 mmol) were dissolved in anhydrous dimethylformamide (DMF, 300 mL). To this was added sodium hydride (95%, 2.79 g, 111 mmol) and the reaction was stirred at 55° C. for 1 hour. The reaction mixture was cooled to room temperature and water was added. A tan solid precipitated which was filtered, washed with water and ether and then dried in vacuo (16.5 g, 84%). LCMS m/z: (M+H)=358.1.

후처리

  1. temperatureThe reaction mixture was cooled to room temperature
  2. customA tan solid precipitated which
  3. filtrationwas filtered
  4. washwashed with water and ether
  5. customdried in vacuo (16.5 g, 84%)

출처 및 근거

ORD 기록
ord-ecb8ec65c2024ac48e4d67115038f919
출처 데이터셋
uspto-grants-2008_04
특허 번호
US07358370B2

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