Dichloromethane → 1-benzyl-4-methoxy-2-methyl-1H-pyrrolo[3,2-c]pyridine

HRID 1445940ノート

反応式

HRID 1445940 の反応式
[CH2:1]([N:8]1[C:16]2[CH:15]=[CH:14][NH:13][C:12](=[O:17])[C:11]=2[CH:10]=[C:9]1[CH3:18])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl[CH2:20]Cl.F[B-](F)(F)F.C[O+](C)C>>[CH2:1]([N:8]1[C:16]2[CH:15]=[CH:14][N:13]=[C:12]([O:17][CH3:20])[C:11]=2[CH:10]=[C:9]1[CH3:18])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

4

反応物 3

HCID 6344DichloromethaneHCID 2735153Oxonium, trimethyl-, tetrafluoroborate(1-) (1:1)HCID 591703201-Benzyl-2-methyl-1,5-dihydro-pyrrolo[3,2-c]pyridin-4-one

生成物 1

HCID 591703081-benzyl-4-methoxy-2-methyl-1H-pyrrolo[3,2-c]pyridine収率 35%

実験手順

To a mixture of 1-benzyl-2-methyl-1,5-dihydro-pyrrolo[3,2-c]pyridin-4-one (1) (3.48 g, 16.62 mmole) in dichloromethane (160 mL) trimethyloxonium tetrafluoroborate (4.52 g, 29.24 mmole) was added. The mixture was stirred at room temperature for 18 h. Additional trimethyloxonium tetrafluoroborate (2.25 g, 14.55 mmole) was added and stirred for 18 h. The mixture was filtered and the filtrate was concentrated. The residue was purified by column chromatography (20:1 CH2Cl2:MeOH) to afford intermediate (2) Yield: 1.31 g, 35%.

後処理

  1. additionwas added
  2. stirringstirred for 18 h
  3. filtrationThe mixture was filtered
  4. concentrationthe filtrate was concentrated
  5. customThe residue was purified by column chromatography (20:1 CH2Cl2:MeOH)

出典と根拠

ORDレコード
ord-fd89634c8c6b4202afae1d74b0e995b2
出典データセット
uspto-grants-2010_02
特許番号
US07666898B2

反応ノート

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