Hydrochloric Acid → HCID 178434721, 화합물

HRID 557678노트

반응식

HRID 557678 반응식
[C:1]1([C@H:7]([O:9][C:10](=[O:35])[NH:11][C:12]2[C:13]([CH3:34])=[N:14][O:15][C:16]=2[C:17]2[CH:22]=[CH:21][C:20]([C:23]3[CH:28]=[CH:27][C:26]([C:29]4([C:32]#[N:33])[CH2:31][CH2:30]4)=[CH:25][CH:24]=3)=[CH:19][CH:18]=2)[CH3:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.CN(C)CCO.Cl.[N-:43]=[N+:44]=[N-:45].[Na+]>COCCOCCOC.C(Cl)Cl.O>[C:1]1([C@H:7]([O:9][C:10](=[O:35])[NH:11][C:12]2[C:13]([CH3:34])=[N:14][O:15][C:16]=2[C:17]2[CH:22]=[CH:21][C:20]([C:23]3[CH:24]=[CH:25][C:26]([C:29]4([C:32]5[NH:45][N:44]=[N:43][N:33]=5)[CH2:30][CH2:31]4)=[CH:27][CH:28]=3)=[CH:19][CH:18]=2)[CH3:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

참가 물질

8

반응물 4

HCID 313Hydrochloric AcidHCID 79022-(Dimethylamino)ethanol2회HCID 33557Sodium AzideHCID 49838936{5-[4'-(1-Cyano-cyclopropyl)-biphenyl-4-yl]-3-methyl-isoxazol-4-yl}-carbamic acid (R)-1-phenyl-ethyl ester

생성물 1

HCID 178434721HCID 178434721, 화합물

시약·촉매·용매 3

HCID 962Water용매HCID 6344Dichloromethane용매HCID 8150Diglyme용매

실험 절차

{5-[4′-(1-Cyano-cyclopropyl)-biphenyl-4-yl]-3-methyl-isoxazol-4-yl}-carbamic acid (R)-1-phenyl-ethyl ester (0.385 g, 0.83 mmol) and N,N-dimethylethanolamine (0.101 mL, 1.0 mmol) were combined in diglyme (diethylene glycol dimethyl ether; 2 mL). Hydrochloric acid (4M in 1,4-dioxane; 4.2 mL) was added, and the reaction was stirred for 15 minutes. Additional N,N-dimethylethanolamine (0.221 mL, 2.2 mmol) was added, followed by sodium azide (0.098 g, 1.5 mmol), and the reaction was stirred at 120° C. for 24 hours. After cooling to room temperature, the mixture was diluted with CH2Cl2 (20 mL) and H2O (10 mL). The organic layer was dried over MgSO4, filtered, and concentrated, and the residue was purified by silica gel chromatography to give the title compound.

후처리

  1. stirringthe reaction was stirred at 120° C. for 24 hours
  2. dry with materialThe organic layer was dried over MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customthe residue was purified by silica gel chromatography

출처 및 근거

ORD 기록
ord-41515a2a4f0f418ebdb293f30143373d
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08058300B2

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