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1,1'-Carbonyldiimidazole → HCID 57022441, 화합물

HRID 2298102
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HRID 2298102 반응식
[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]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

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

생성물 1

HCID 57022441HCID 57022441, 화합물수율 49.2%

시약·촉매·용매 2

HCID 962
Water
용매
HCID 6228Dimethylformamide용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-1fb2503b492e43b39c804f8a256cca37
출처 데이터셋
uspto-grants-2002_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06492355B1

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