2-Chloroquinoline-4-carbonyl chloride → 2-Chloro-N-(1-cyclohexylpyrrolidin-3-yl)quinoline-4-carboxamide

HRID 371616ノート

反応式

HRID 371616 の反応式
[NH2:1][CH:2]1[CH2:6][CH2:5][N:4]([CH:7]2[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]2)[CH2:3]1.[Cl:13][C:14]1[CH:23]=[C:22]([C:24](Cl)=[O:25])[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[N:15]=1>C(Cl)(Cl)Cl>[CH:7]1([N:4]2[CH2:5][CH2:6][CH:2]([NH:1][C:24]([C:22]3[C:21]4[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=4)[N:15]=[C:14]([Cl:13])[CH:23]=3)=[O:25])[CH2:3]2)[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]1

参加物

4

反応物 2

HCID 754382-Chloroquinoline-4-carbonyl chlorideHCID 36700741-Cyclohexylpyrrolidin-3-amine

生成物 1

HCID 203554052-Chloro-N-(1-cyclohexylpyrrolidin-3-yl)quinoline-4-carboxamide

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒2 回

実験手順

To 3.16 gm. (0.0195 mole) of 3-amino-1-cyclohexylpyrrolidine in 50 ml. of chloroform was added dropwise a solution of 3.5 gm. (0.015 mole) of 2-chloro-4-quinolinecarbonyl chloride in 50 ml. of chloroform. The reaction mixture was concentrated under reduced pressure and the residue was partitioned between ethyl acetate containing 10% isopropyl ether and dilute hydrochloric acid. The separated acid layer was made basic with dilute sodium hydroxide solution and extracted with chloroform. The chloroform solution was dried over sodium sulfate, concentrated and the residue recrystallized twice from isopropyl ether-ethyl acetate. The product (0.7 gm.; 13%) melted at 127°-219° C.

後処理

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe residue was partitioned between ethyl acetate containing 10% isopropyl ether and dilute hydrochloric acid
  3. extractionextracted with chloroform
  4. dry with materialThe chloroform solution was dried over sodium sulfate
  5. concentrationconcentrated
  6. customthe residue recrystallized twice from isopropyl ether-ethyl acetate

出典と根拠

ORDレコード
ord-ab02c6ffd09e4230abcdae91bc596b11
出典データセット
uspto-grants-1978_05
特許番号
US04087428

反応ノート

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