1,8-Diazabicyclo(5.4.0)undec-7-ene → 2-Methyl-5-phenyl-1H-pyrrolo[2,3-c]pyridine

HRID 400605ノート

反応式

HRID 400605 の反応式
C(OC(=O)[NH:7][C:8]1[CH:9]=[N:10][C:11]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[CH:12][C:13]=1[C:14]#[C:15][CH3:16])(C)(C)C.C1CCN2C(=NCCC2)CC1>CO.O>[CH3:16][C:15]1[NH:7][C:8]2=[CH:9][N:10]=[C:11]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[CH:12]=[C:13]2[CH:14]=1

参加物

5

反応物 2

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 60026785(6-Phenyl-4-prop-1-ynylpyridin-3-yl)carbamic acid tert-butyl ester

生成物 1

HCID 600266192-Methyl-5-phenyl-1H-pyrrolo[2,3-c]pyridine収率 99.6%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

反応条件

温度
60 °C

実験手順

A solution of (6-phenyl-4-prop-1-ynylpyridin-3-yl)carbamic acid tert-butyl ester (670 mg, 2.17 mmol) in a mixture of 33 mL of methanol and 11 mL of water was treated with DBU (2.0 mL, 13.4 mmol). The resulting mixture was heated at 60° C. After 24 hours, the mixture was concentrated in vacuo, 50 mL of water was added, the mixture was sonicated, and the resulting solid was filtered. The solid was dried over P2O5 in vacuum to give 450 mg of the title product as a yellow solid (99% yield), which was used without further purification.

後処理

  1. concentrationthe mixture was concentrated in vacuo, 50 mL of water
  2. additionwas added
  3. customthe mixture was sonicated
  4. filtrationthe resulting solid was filtered
  5. dry with materialThe solid was dried over P2O5 in vacuum

出典と根拠

ORDレコード
ord-1ad0635c51564572aea0371a72359b89
出典データセット
uspto-grants-2014_06
特許番号
US08741897B2

反応ノート

読み込み中…