1-Chloroethyl chloroformate → 4,5,6,7-Tetrahydro-1-(2-pyridinyl)-1H-imidazo[4,5-c]pyridine

HRID 2177560ノート

反応式

HRID 2177560 の反応式
C([N:8]1[CH2:13][CH2:12][C:11]2[N:14]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=3)[CH:15]=[N:16][C:10]=2[CH2:9]1)C1C=CC=CC=1.ClC(OC(Cl)C)=O>ClCCCl>[N:18]1[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=1[N:14]1[C:11]2[CH2:12][CH2:13][NH:8][CH2:9][C:10]=2[N:16]=[CH:15]1

参加物

4

反応物 2

HCID 5213051-Chloroethyl chloroformateHCID 904091645-Benzyl-1-(pyridin-2-yl)-4,5,6,7-tetrahydro-1H-imidazo[4,5-c]pyridine

生成物 1

HCID 904084924,5,6,7-Tetrahydro-1-(2-pyridinyl)-1H-imidazo[4,5-c]pyridine

試薬・触媒・溶媒 1

HCID 111,2-Dichloroethane溶媒

反応条件

温度
60 °C

実験手順

To a solution of 5-benzyl-1-(pyridin-2-yl)-4,5,6,7-tetrahydro-1H-imidazo[4,5-c]pyridine (0.13 g, 0.45 mmol) in DCE (5 mL) was added 1-chloroethyl chloroformate (0.10 mL, 0.90 mmoL). The reaction was allowed to stir for 15 min then heated at reflux for 4 h. The reaction was let cool, concentrated, dissolved in MeOH and heated again at 60° C. for 1 h. The reaction was concentrated and the product was used in the next step without further purification (0.075 g, 83%). MS (ESI): mass calculated for C11H12N4, 200.1. m/z found 201.2 [M+H]+.

後処理

  1. temperaturethen heated
  2. temperatureat reflux for 4 h
  3. temperatureThe reaction was let cool
  4. concentrationconcentrated
  5. dissolutiondissolved in MeOH
  6. concentrationThe reaction was concentrated
  7. customthe product was used in the next step without further purification (0.075 g, 83%)

出典と根拠

ORDレコード
ord-9729992591a94276a8d2fcc080818b3d
出典データセット
uspto-grants-2015_06
特許番号
US09066946B2

反応ノート

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