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

HRID 2205963

反応式

HRID 2205963 の反応式
[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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
40 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-f96fa7a44c5d4f9cb7b5f2f9ff9ae4cd
出典データセット
uspto-grants-2016_06
特許番号
US09371320B2

関連ノート

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