Hydrochloric Acid → ethyl 2-amino-2-methyl-4-(3-(1-phenyl-5-(trifluoromethyl)-1H-pyrazol-4-yl)-4,5-dihydronaphtho[1,2-c]isoxazol-7-yl)butanoate

HRID 1506402노트

반응식

HRID 1506402 반응식
C1(C(=[N:14][C:15]([CH3:51])([CH2:21][CH2:22][C:23]2[CH:24]=[C:25]3[C:48](=[CH:49][CH:50]=2)[C:29]2=[N:30][O:31][C:32]([C:33]4[CH:34]=[N:35][N:36]([C:42]5[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=5)[C:37]=4[C:38]([F:41])([F:40])[F:39])=[C:28]2[CH2:27][CH2:26]3)[C:16]([O:18][CH2:19][CH3:20])=[O:17])C2C=CC=CC=2)C=CC=CC=1.Cl>C(OCC)C>[NH2:14][C:15]([CH3:51])([CH2:21][CH2:22][C:23]1[CH:24]=[C:25]2[C:48](=[CH:49][CH:50]=1)[C:29]1=[N:30][O:31][C:32]([C:33]3[CH:34]=[N:35][N:36]([C:42]4[CH:43]=[CH:44][CH:45]=[CH:46][CH:47]=4)[C:37]=3[C:38]([F:39])([F:40])[F:41])=[C:28]1[CH2:27][CH2:26]2)[C:16]([O:18][CH2:19][CH3:20])=[O:17]

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 86669897ethyl 2-(diphenylmethyleneamino)-2-methyl-4-(3-(1-phenyl-5-(trifluoromethyl)-1H-pyrazol-4-yl)-4,5-dihydronaphtho[1,2-c]isoxazol-7-yl)butanoate

생성물 1

HCID 67170053ethyl 2-amino-2-methyl-4-(3-(1-phenyl-5-(trifluoromethyl)-1H-pyrazol-4-yl)-4,5-dihydronaphtho[1,2-c]isoxazol-7-yl)butanoate수율 94.3%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

To a stirred clear solution of ethyl 2-(diphenylmethyleneamino)-2-methyl-4-(3-(1-phenyl-5-(trifluoromethyl)-1H-pyrazol-4-yl)-4,5-dihydronaphtho[1,2-c]isoxazol-7-yl)butanoate (Preparation 50C, 120 mg, 0.174 mmol) in diethyl ether (3 mL) was added 4 N aqueous HCl (0.261 mL, 1.045 mmol) dropwise at room temperature. The reaction mixture was stirred at room temperature for 30 min. The ether layer was separated and the aqueous layer re-extracted with ether (2 mL). The aqueous solutions were basified with solid potassium carbonate and extracted with ethyl acetate (3×2 mL). The combined ethyl acetate extracts were dried over sodium sulfate and concentrated under reduced pressure to give ethyl 2-amino-2-methyl-4-(3-(1-phenyl-5-(trifluoromethyl)-1H-pyrazol-4-yl)-4,5-dihydronaphtho[1,2-c]isoxazol-7-yl)butanoate (86 mg, 0.164 mmol, 94% yield) as an yellow oil. The compound had an HPLC retention time=3.22 min (condition C); LC/MS M+1=525.5.

후처리

  1. customThe ether layer was separated
  2. extractionthe aqueous layer re-extracted with ether (2 mL)
  3. extractionextracted with ethyl acetate (3×2 mL)
  4. dry with materialThe combined ethyl acetate extracts were dried over sodium sulfate
  5. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-fa11bf9c7ef1408d89ecc4c0601db8b3
출처 데이터셋
uspto-grants-2015_12
특허 번호
US09216972B2

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