Water → 3-bromo-1-cyclopentyl-1,5-dihydro-4H-pyrrolo[3,2-c]pyridin-4-one

HRID 2205963

반응식

HRID 2205963 반응식
[CH:1]1([N:6]2[C:14]3[CH:13]=[CH:12][NH:11][C:10](=[O:15])[C:9]=3[CH:8]=[CH:7]2)[CH2:5][CH2:4][CH2:3][CH2:2]1.C[Si](C)(C)N=C(O[Si](C)(C)C)C.C1C(=O)N([Br:35])C(=O)C1.O>CN(C=O)C>[Br:35][C:8]1[C:9]2[C:10](=[O:15])[NH:11][CH:12]=[CH:13][C:14]=2[N:6]([CH:1]2[CH2:2][CH2:3][CH2:4][CH2:5]2)[CH:7]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 25248trimethylsilyl N-trimethylsilylethanimidateHCID 67184N-bromobutanimideHCID 1179878241-cyclopentyl-1,5-dihydro-4H-pyrrolo[3,2-c]pyridin-4-one

생성물 1

HCID 1179884933-bromo-1-cyclopentyl-1,5-dihydro-4H-pyrrolo[3,2-c]pyridin-4-one수율 69.4%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
40 °C

실험 절차

To a solution of 1-cyclopentyl-1,5-dihydro-4H-pyrrolo[3,2-c]pyridin-4-one (3.40 g) in DMF (42.0 mL) was added trimethylsilyl N-(trimethylsilyl)ethanimidate (7.52 g) at room temperature, and the mixture was stirred at 40° C. for 3 hr. The reaction mixture was allowed to be cooled to room temperature, and NBS (3.59 g) was added thereto at room temperature. The reaction mixture was stirred overnight at room temperature, water was added thereto, and the mixture was stirred at room temperature for 2 hr. The white precipitate was collected by filtration, and dried under reduced pressure to give the title compound (3.28 g).

후처리

  1. temperatureto be cooled to room temperature
  2. customat room temperature
  3. stirringThe reaction mixture was stirred overnight at room temperature
  4. stirringthe mixture was stirred at room temperature for 2 hr
  5. filtrationThe white precipitate was collected by filtration
  6. customdried under reduced pressure

출처 및 근거

ORD 기록
ord-f96fa7a44c5d4f9cb7b5f2f9ff9ae4cd
출처 데이터셋
uspto-grants-2016_06
특허 번호
US09371320B2

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