Methyl chloroformate → N-(1-Methyl-1H-indol-5-yl)-N-(4-pyridinyl) carbamic acid methyl ester

HRID 5892

反応式

HRID 5892 の反応式
Cl[C:2]([O:4][CH3:5])=[O:3].[CH3:6][N:7]1[C:15]2[C:10](=[CH:11][C:12]([NH:16][C:17]3[CH:22]=[CH:21][N:20]=[CH:19][CH:18]=3)=[CH:13][CH:14]=2)[CH:9]=[CH:8]1>C(Cl)Cl.C(N(CC)CC)C>[CH3:5][O:4][C:2](=[O:3])[N:16]([C:12]1[CH:11]=[C:10]2[C:15](=[CH:14][CH:13]=1)[N:7]([CH3:6])[CH:8]=[CH:9]2)[C:17]1[CH:18]=[CH:19][N:20]=[CH:21][CH:22]=1

参加物

5

反応物 2

HCID 6586Methyl chloroformateHCID 98159221-Methyl-5-(4-pyridinylamino)-1H-indole

生成物 1

HCID 15291817N-(1-Methyl-1H-indol-5-yl)-N-(4-pyridinyl) carbamic acid methyl ester収率 98.4%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒2 回HCID 8471Triethylamine溶媒

実験手順

A solution of methyl chloroformate (1.3 g) in 5 ml DCM was added to a solution of 1-methyl-5-(4-pyridinylamino)-1H-indole (2.5 g) in 120 ml DCM and 6 ml triethylamine (4.4 g). After stirring one hour at ambient temperature the reaction mixture was washed with water and saturated sodium chloride, dried (anhydrous magnesium sulfate), filtered and evaporated to 4 g of a solid. Elution through silica with 50% ethyl acetate in dichloromethane via flash column chromatography yielded 3.1 g of a solid. Recrystallization from methanol yielded 2.4 g of crystals, mp 157°-159° C.

後処理

  1. washwas washed with water and saturated sodium chloride
  2. dry with materialdried (anhydrous magnesium sulfate)
  3. filtrationfiltered
  4. customevaporated to 4 g of a solid
  5. washElution through silica with 50% ethyl acetate in dichloromethane via flash column chromatography

出典と根拠

ORDレコード
ord-299b2716a8194ac09bde2f6df2151eb9
出典データセット
uspto-grants-1993_09
特許番号
US05246947

関連ノート

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