Hydrochloric Acid → 2-{[1-(1-Naphthyl)-5-(2,6-dimethoxyphenyl)-3-pyrazolyl]carbonylamino}-2-adamantanecarboxylic acid

HRID 52158노트

반응식

HRID 52158 반응식
[OH-].[Na+].[NH2:3][C:4]1([C:14]([OH:16])=[O:15])[CH:11]2[CH2:12][CH:7]3[CH2:8][CH:9]([CH2:13][CH:5]1[CH2:6]3)[CH2:10]2.[C:17]1([N:27]2[C:31]([C:32]3[C:37]([O:38][CH3:39])=[CH:36][CH:35]=[CH:34][C:33]=3[O:40][CH3:41])=[CH:30][C:29]([C:42](Cl)=[O:43])=[N:28]2)[C:26]2[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=2)[CH:20]=[CH:19][CH:18]=1.Cl>O.O1CCCC1>[C:17]1([N:27]2[C:31]([C:32]3[C:37]([O:38][CH3:39])=[CH:36][CH:35]=[CH:34][C:33]=3[O:40][CH3:41])=[CH:30][C:29]([C:42]([NH:3][C:4]3([C:14]([OH:16])=[O:15])[CH:11]4[CH2:10][CH:9]5[CH2:8][CH:7]([CH2:6][CH:5]3[CH2:13]5)[CH2:12]4)=[O:43])=[N:28]2)[C:26]2[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=2)[CH:20]=[CH:19][CH:18]=1

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 14798Sodium Hydroxide2회HCID 643542-Aminoadamantane-2-carboxylic acidHCID 189266441-(1-Naphthyl)-5-(2,6-dimethoxyphenyl)-3-pyrazolecarbonyl chloride

생성물 1

HCID 189266642-{[1-(1-Naphthyl)-5-(2,6-dimethoxyphenyl)-3-pyrazolyl]carbonylamino}-2-adamantanecarboxylic acid

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매3회

실험 절차

0.107 g of sodium hydroxide in 1.36 ml of water and 0.51 ml of tetrahydrofuran are cooled to 0° C. 0.52 g of 2-amino-2-adamantanecarboxylic acid is added in a single portion, and 0.53 g of 1-(1-naphthyl)-5-(2,6-dimethoxyphenyl)-3-pyrazolecarbonyl chloride, dissolved in 3 ml of tetrahydrofuran, is then added dropwise. The mixture is left for 10 minutes, and the same amount of the above acid chloride, in 3 ml of tetrahydrofuran, is added again; simultaneously, 1.32 ml of 2N sodium hydroxide are added. The reaction mixture is left for 4 days at room temperature; successively, ice-cold water is added and concentrated hydrochloric acid is added to pH 1, and the precipitate is filtered off. The crystals are washed with diisopropyl ether.

후처리

  1. additionis then added dropwise
  2. waitThe reaction mixture is left for 4 days at room temperature
  3. additionsuccessively, ice-cold water is added
  4. filtrationthe precipitate is filtered off
  5. washThe crystals are washed with diisopropyl ether

출처 및 근거

ORD 기록
ord-f48a8005bffe4c31aa5542f72669160b
출처 데이터셋
uspto-grants-1997_04
특허 번호
US05616592

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