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1,1'-Carbonyldiimidazole → HCID 57022441、化合物

HRID 2298102
ノート
印刷プレビュー

反応式

HRID 2298102 の反応式
[C:1]([C:4]1[CH:5]=[C:6]([N:11]2[CH2:17][CH2:16][CH2:15][N:14]([C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[CH2:13][CH2:12]2)[CH:7]=[CH:8][C:9]=1[Cl:10])([OH:3])=O.C(N1C=CN=C1)(N1C=CN=C1)=O.Cl.[C:38]12([CH2:48][CH2:49][NH2:50])[CH2:47][CH:42]3[CH2:43][CH:44]([CH2:46][CH:40]([CH2:41]3)[CH2:39]1)[CH2:45]2.C(N(CC)C(C)C)(C)C>CN(C)C=O.O>[Cl:10][C:9]1[CH:8]=[CH:7][C:6]([N:11]2[CH2:17][CH2:16][CH2:15][N:14]([C:18]([O:20][C:21]([CH3:22])([CH3:24])[CH3:23])=[O:19])[CH2:13][CH2:12]2)=[CH:5][C:4]=1[C:1]([NH:50][CH2:49][CH2:48][C:38]12[CH2:47][CH:42]3[CH2:43][CH:44]([CH2:46][CH:40]([CH2:41]3)[CH2:39]1)[CH2:45]2)=[O:3]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 682631,1'-CarbonyldiimidazoleHCID 81531DiisopropylethylamineHCID 27711382-(Adamantan-1-yl)ethan-1-amine hydrochlorideHCID 86758643HCID 86758643、化合物

生成物 1

HCID 57022441HCID 57022441、化合物収率 49.2%

試薬・触媒・溶媒 2

HCID 962
Water
溶媒
HCID 6228Dimethylformamide溶媒

実験手順

A solution of 4-(3-carboxy-4-chlorophenyl)hexahydro-1H-1,4-diazepine-1-carboxylic acid, 1,1-dimethylethyl ester (0.075 g, Example 5b) and 1,140 -carbonyldiimidazole (0.034 g) in dimethylformamide (3 ml) was stirred at room temperature of 2.5 h. Tricyclo[3.3.1.13,7]decane-1-ethanamine, hydrochloride salt (0.045 g) and N,N-diisopropylethylamine (0.037 ml) were then added and stirring continued for 14 h. The reaction mixture was poured into water and extracted with ethyl acetate three times. The ethyl acetate layers were combined and washed with 2M hydrochloric acid, 10% aqueous sodium hydroxide and brine, then dried over magnesium sulfate and concentrated under reduced pressure. Purification by chromatography on silica gel eluting with 20% ethyl acetate in iso-hexane gave the subtitle compound as a yellow oil (0.053 g).

後処理

  1. extractionextracted with ethyl acetate three times
  2. washwashed with 2M hydrochloric acid, 10% aqueous sodium hydroxide and brine
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customPurification by chromatography on silica gel eluting with 20% ethyl acetate in iso-hexane

出典と根拠

ORDレコード
ord-1fb2503b492e43b39c804f8a256cca37
出典データセット
uspto-grants-2002_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06492355B1

反応ノート

読み込み中…

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