Phosgene → (R)-1-(4-chlorobenzyl)-5-(1-chlorocarbonylpyrrolidin-2-yl)-1H-1,2,4-triazole

HRID 2063479ノート

反応式

HRID 2063479 の反応式
[Cl:1][C:2]1[CH:18]=[CH:17][C:5]([CH2:6][N:7]2[C:11]([C@H:12]3[CH2:16][CH2:15][CH2:14][NH:13]3)=[N:10][CH:9]=[N:8]2)=[CH:4][CH:3]=1.CCN(C(C)C)C(C)C.[C:28](Cl)([Cl:30])=[O:29]>C(Cl)Cl>[Cl:1][C:2]1[CH:18]=[CH:17][C:5]([CH2:6][N:7]2[C:11]([C@H:12]3[CH2:16][CH2:15][CH2:14][N:13]3[C:28]([Cl:30])=[O:29])=[N:10][CH:9]=[N:8]2)=[CH:4][CH:3]=1

参加物

5

反応物 3

HCID 6371PhosgeneHCID 81531DiisopropylethylamineHCID 57650081(R)-1-(4-chlorobenzyl)-5-(pyrrolidin-2-yl)-1H-1,2,4-triazole

生成物 1

HCID 57650104(R)-1-(4-chlorobenzyl)-5-(1-chlorocarbonylpyrrolidin-2-yl)-1H-1,2,4-triazole収率 75.8%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A solution of (R)-1-(4-chlorobenzyl)-5-(pyrrolidin-2-yl)-1H-1,2,4-triazole (216 mg, 0.82 mmol) and DIEA (233 mg, 1.90 mmol) in 5 mL of dry DCM was cooled to −20° C. under Ar, and a solution of phosgene (0.89 mL of 20% solution in toluene, 0.89 mmol) was added. The reaction mixture was stirred at RT for 2.5 days and the solvent was evaporated in vacuo. The residue was purified by chromatography (silica gel, hexane:EtOAc (1:1)) to give 202 mg of the desired product.

後処理

  1. customthe solvent was evaporated in vacuo
  2. customThe residue was purified by chromatography (silica gel, hexane:EtOAc (1:1))

出典と根拠

ORDレコード
ord-df744902dbce4b598efd85b4b007ea08
出典データセット
uspto-grants-2012_10
特許番号
US08288371B2

反応ノート

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